An update on benzofuran inhibitors: a patent review

References

• Dawood KM. Benzofuran derivatives: a patent review. Expert Opin Ther Patents. 2013;23:1133–1156.
   PubMed Web of Science ®Google Scholar
• Yeung KS. Furans and benzofurans. Topics Heterocycl Chem. 2012;29:47–76.
   Google Scholar
• Shamsuzzaman KH. Bioactive Benzofuran derivatives: a review. Eur J Med Chem. 2015;97:483–504.
   PubMed Web of Science ®Google Scholar
• Khodarahmi G, Asadi P, Hassanzadeh F, et al. Benzofuran as a promising scaffold for the synthesis of antimicrobial and antibreast cancer agents. J Res Med Sci. 2015;20:1094–1104.
   PubMed Web of Science ®Google Scholar
• Radadiya A, Shah A. Bioactive benzofuran derivatives: an insight on lead developments, radioligands and advances of the last decade. Eur J Med Chem. 2015;97:356–376.
   PubMed Web of Science ®Google Scholar
• Hiremathad A, Patil MR, Chethana KR, et al. Benzofuran: an emerging scaffold for antimicrobial agents. RSC Adv. 2015;5:96809–96828.
   Web of Science ®Google Scholar
• Bhargava S, Rathore D. Synthetic routes and biological activities of benzofuran and its derivatives. Lett Org Chem. 2017;14:381–402.
   Web of Science ®Google Scholar
• Goyal D, Kaur A, Goyal B. Benzofuran and indole: promising Scaffolds for drug development in Alzheimer’s disease. Chem Med Chem. 2018;13:1275–1299.
   Google Scholar
• Xu Z, Zhao S, Lv Z, et al. Benzofuran derivatives and their anti-tubercular, anti-bacterial activities. Eur J Med Chem. 2019;162:266–276.
   PubMed Web of Science ®Google Scholar
• Chand K, Rajeshwari HA, et al. A review on antioxidant potential of bioactive heterocycle benzofuran: natural and synthetic derivatives. Pharmacol Rep. 2017;69:281–295.
   PubMed Web of Science ®Google Scholar
• Nevagi R, Dighe SN, Dighe SN. Biological and medicinal significance of benzofuran. Eur J Med Chem. 2015;97:561–581.
   PubMed Web of Science ®Google Scholar
• Zelova Hanakova HZ, Cermakova Z, Čermáková, Z, et al. Evaluation of anti-inflammatory activity of prenylated substances isolated from Morus alba and Morus nigra. J Nat Prod. 2014;77:1297–1303.
   PubMed Web of Science ®Google Scholar
• Naik R, Harmalkar DS, Xu X, et al. Bioactive benzofuran derivatives: Moracins A-Z in medicinal chemistry. Eur J Med Chem. 2015;90:379–393.
   PubMed Web of Science ®Google Scholar
• Spaniol M, Bracher R, Ha HR, et al. Toxicity of amiodarone analogs on isolated rat liver mitochondria. J Hepatol. 2001;35:628–636.
   PubMed Web of Science ®Google Scholar
• Phan P-T-T, Nguyen -T-T-T, Nguyen H-NT, et al. Synthesis and bioactivity evaluation of novel 2-salicyloylbenzofurans as antibacterial agents. Molecules. 2017;22:687/1-687/13.
   PubMed Web of Science ®Google Scholar
• Asadi P, Khodarahmi G, Jahanian-Najafabadi A, et al. Biologically active heterocyclic hybrids based on quinazolinone, benzofuran and imidazolium moieties: synthesis, characterization, cytotoxic and antibacterial evaluation. Chem Biodivers. 2017;14:e1600411.
   Web of Science ®Google Scholar
• Kawai T, Kazuhiko I, Takaya N, et al. Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents. Bioorg Med Chem Lett. 2017;27:1045–1049.
   PubMed Web of Science ®Google Scholar
• Liu W, Jiang X, Zhang W, et al. Synthesis and antibacterial activity study of C-3 α,β-unsaturated ketone linked benzofuran derivatives. Org Chem Curr Res. 2016;5:164/1-164/7.
   Google Scholar
• He W, Xu B, Bao J, et al. Synthesis and antimicrobial evaluation of 3-substituted-imine-6-hydroxy-benzofuran derivatives. Med Chem Res. 2016;25:2485–2497.
   Web of Science ®Google Scholar
• Chen S, Liu Y, Liu Z, et al. Isocoumarins and benzofurans from the mangrove endophytic fungus Talaromyces amestolkiae possess α-glucosidase inhibitory and antibacterial activities. RSC Adv. 2016;6(31):26412–26420.
   Web of Science ®Google Scholar
• Wang Y, Chen F, Di H, et al. Discovery of Potent Benzofuran-derived diapophytoene desaturase (CrtN) inhibitors with enhanced oral bioavailability for the treatment of methicillin-resistant staphylococcus aureus (MRSA) infections. J Med Chem. 2016;59:3215–3230.
   PubMed Web of Science ®Google Scholar
• Li W, Tang J, Hu A, et al. Synthesis and fungicidal activity of 2-(2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane. Youji Huax. 2014;34:2272–2278.
   Google Scholar
• Kenchappa R, Bodke YD, Asha B, et al. Synthesis, antimicrobial, and antioxidant activity of benzofuran barbitone and benzofuran thiobarbitone derivatives. Med Chem Res. 2014;23:3065–3081.
   Web of Science ®Google Scholar
• Chundawat TS, Sharma N, Bhagat S. Synthesis and in vitro antimicrobial evaluation of novel fluorine-containing 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-1H-pyrazoles and 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-isoxazoles. Med Chem Res. 2014;23:1350–1359.
   Web of Science ®Google Scholar
• Khandapu BMK, Bhavanam LR, Polam N, et al. A simplified synthetic route and study of cytotoxicity of Ethyl 2-(4-fluorophenyl)-5-hydroxy-6-nitrobenzofuran-3-carboxylate and its methyl derivative. Org Comm. 2018;11:62–67.
   Web of Science ®Google Scholar
• Zhou H, Peng X, Hu Z, et al. Benzofuran-2-one compound and preparation method and application thereof. Faming Zhuanli Shenqing. 2018. CN 108727316 A 20181102.
   Google Scholar
• Wu Z, Lin D, Peng J, et al. 1-[3-(benzofuran-5-yl)phenyl]-2-propanone benzoyl hydrazide, its pharmaceutically acceptable salt and its application in preparation of anti-human lung adenocarcinoma cell line A549. Faming Zhuanli Shenqing. 2018. CN 108272786 A 20180713.
   Google Scholar
• Carella A, Roviello V, Iannitti R, et al. Evaluating the biological properties of synthetic 4-nitrophenyl functionalized benzofuran derivatives with telomeric DNA binding and antiproliferative activities. Int J Biol Macromol. 2019;121:77–88.
   PubMed Web of Science ®Google Scholar
• Mphahlele MJ, Maluleka MM, Aro A, et al. Benzofuran-appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies. J Enzyme Inhib Med Chem. 2018;33:1516–1528.
   PubMed Web of Science ®Google Scholar
• Buckley BJ, Aboelela A, Minaei E, et al. 6-Substituted Hexamethylene Amiloride (HMA) derivatives as potent and selective inhibitors of the human urokinase plasminogen activator for use in cancer. J Med Chem. 2018;61:8299–8320.
   PubMed Web of Science ®Google Scholar
• Yang N-S, Kuo Y-H, Yin S-Y, et al. Use of benzofuran lignans to induce IL-25 expression and suppress mammary tumor metastasis. PCT Int Appl. 2017. WO 2017165218 A1 20170928.
   Google Scholar
• Ghosh K, Perlikova P, Havlicek V, et al. Isomeric Naphtho-fused 7-deazapurine nucleosides and nucleotides: synthesis, biological activity, photophysical properties and enzymatic incorporation to nucleic acids. Eur J Org Chem. 2018;2018:5092–5108.
   Google Scholar
• Baloglu E, Shacham S, Senapedis W. Preparation of (S,E)-3-(6-aminopyridin-3-yl)-N-((5-(4-(3-fluoro-3-methyl-pyrrolidine-1-carbonyl)phenyl)-7-(4-fluorophenyl)benzofuran-2-yl)methyl)-acrylamide for the treatment of cancer. PCT Int Appl. 2017. WO 2017031323 A1 20170223.
   Google Scholar
• Lu B, Shen X, Zhang L, et al. Discovery of EBI-2511: A highly potent and orally active EZH2 inhibitor for the treatment of non-hodgkin’s lymphoma. ACS Med Chem Lett. 2018;9:98–102.
   PubMed Web of Science ®Google Scholar
• Amin KM, Syam YM, Anwar MM, et al. Synthesis and molecular docking study of new benzofuran and furo[3,2-g]chromone-based cytotoxic agents against breast cancer and p38α MAP kinase inhibitors. Bioorg Chem. 2018;76:487–500.
   PubMed Web of Science ®Google Scholar
• Lu B, Huang S, Cao J, et al. Discovery of EBI-1051: A novel and orally efficacious MEK inhibitor with benzofuran scaffold. Bioorg Med Chem. 2018;26:581–589.
   PubMed Web of Science ®Google Scholar
• Wang Y, Zhou J, Gao Y, et al. Benzofuran-pyrazole amines as protein kinase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer. PCT Int Appl. 2018. WO 2018001251 A1 20180104.
   Google Scholar
• Cheng L, Quan Y, Pang W. Process for preparation of 3-(3,4,5-trimethoxybenzoyl)-benzofuran tubulin inhibitor. Faming Zhuanli Shenq. 2017. CN 107163011 A 20170915.
   Google Scholar
• Xu X-L, Yang Y-R, Mo X-F, et al. Design, synthesis, and evaluation of benzofuran derivatives as novel anti-pancreatic carcinoma agents via interfering the hypoxia environment by targeting HIF-1α pathway. Eur J Med Chem. 2017;137:45–62.
   PubMed Web of Science ®Google Scholar
• Coskun D, Erkisa M, Ulukaya E, et al. Novel 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives: synthesis, characterization and anticancer activity. Eur J Med Chem. 2017;136:212–222.
   PubMed Web of Science ®Google Scholar
• Kang T-S, Wang W, Zhong H-J, et al. An anti-prostate cancer benzofuran-conjugated iridium(III) complex as a dual inhibitor of STAT3 and NF-κB. Cancer Lett. 2017;396:76–84.
   PubMed Web of Science ®Google Scholar
• He G-X, Yuan J-M, Zhu H-M, et al. Synthesis and antitumor evaluation of 2,3-diarylbenzofuran derivatives on HeLa cells. Bioorg Med Chem Lett. 2017;27:1660–1664.
   PubMedGoogle Scholar
• Wei J, Yang Y, Li Y, et al. Synthesis and evaluation of N-(benzofuran-5-yl)aromaticsulfonamide derivatives as novel HIF-1 inhibitors that possess anti-angiogenic potential. Bioorg Med Chem. 2017;25:1737–1746.
   PubMedGoogle Scholar
• Giordano C, Rovito D, Barone I, et al. Benzofuran-2-acetic ester derivatives induce apoptosis in breast cancer cells by upregulating p21Cip/WAF1 gene expression in p53-independent manner. DNA Repair (Amst). 2017;51:20–30.
   PubMed Web of Science ®Google Scholar
• Nakano H, Hasegawa T, Saito N, et al. Design and synthesis of an in vivo-efficacious PIM3 kinase inhibitor as a candidate anti-pancreatic cancer agent. Bioorg Med Chem Lett. 2015;25:5687–5693.
   PubMed Web of Science ®Google Scholar
• Mao Z-W, Zheng X, Lin Y-P, et al. Design, synthesis and anticancer activity of novel hybrid compounds between benzofuran and N-aryl piperazine. Bioorg Med Chem Lett. 2016;26:3421–3424.
   PubMed Web of Science ®Google Scholar
• Yang Y-R, Wei J-L, Mo X-F, et al. Discovery and optimization of new benzofuran derivatives against p53-independent malignant cancer cells through inhibition of HIF-1 pathway. Bioorg Med Chem Lett. 2016;26:2713–2718.
   PubMed Web of Science ®Google Scholar
• Othman N, Pan L, Mejin M, et al. Cyclopenta[b]benzofuran and secodammarane derivatives from the stems of aglaia stellatopilosa. J Nat Prod. 2016;79:784–791.
   PubMed Web of Science ®Google Scholar
• Park H, Lee S, Hong S. Discovery of DUAL INHIBITORS FOR WILD TYPE and D816V mutant of c-KIT kinase through virtual and biochemical screening of natural products. J Nat Prod. 2016;79:293–299.
   PubMed Web of Science ®Google Scholar
• Demirayak S, Yurttas L, Gundogdu-Karaburun N, et al. Synthesis and anti-cancer activity evaluation of new aurone derivatives. J Enzyme Inhib Med Chem. 2015;30:816–825.
   PubMed Web of Science ®Google Scholar
• Abd El-Karim SS, Anwar MM, Mohamed NA, et al. Design, synthesis, biological evaluation and molecular docking studies of novel benzofuran-pyrazole derivatives as anticancer agents. Bioorg Chem. 2015;63:1–12.
   PubMed Web of Science ®Google Scholar
• Khodarahmi AP, Farrokhpour H, Hassanzadeh F, et al. Design of novel potential aromatase inhibitors via hybrid pharmacophore approach: docking improvement using the QM/MM method. RSC Adv. 2015;5:58055–58064.
   Web of Science ®Google Scholar
• Brown JA, Calmiano MD, Jones EP, et al. Fused imidazole and pyrazole derivatives as modulators of TNF activity and their preparation. PCT Int Appl. 2015. WO 2015086512 A1 20150618.
   Google Scholar
• Akguel Y, Pazar E, Yilmaz H, et al. Extraction, radiolabeling and in vivo biological evaluation of 131I labeled egonol glycosides extract. Radiochim Acta. 2015;103:457–462.
   Web of Science ®Google Scholar
• Convertini P, Tramutola F, Iacobazzi V, et al. Permethylated Anigopreissin A inhibits human hepatoma cell proliferation by mitochondria-induced apoptosis. Chem Biol Interact. 2015;237:1–8.
   PubMed Web of Science ®Google Scholar
• Choi M, Jo H, Park H-J, et al. Design, synthesis, and biological evaluation of benzofuran- and 2,3-dihydrobenzofuran-2-carboxylic acid N-(substituted)phenylamide derivatives as anticancer agents and inhibitors of NF-κB. Bioorg Med Chem Lett. 2015;25:2545–2549.
   PubMed Web of Science ®Google Scholar
• Gaur R, Yadav DK, Kumar S, et al. Molecular modeling based synthesis and evaluation of in vitro anticancer activity of indolyl chalcones. Curr Top Med Chem. 2015;15:1003–1012.
   PubMed Web of Science ®Google Scholar
• Saito Y, Kishimoto M, Yoshizawa Y, et al. Synthesis and structure-activity relationship studies of furan-ring fused chalcones as antiproliferative agents. Anticancer Res. 2015;35:811–818.
   PubMed Web of Science ®Google Scholar
• Abdelhafez OM, Ali HI, Amin KM, et al. Design, synthesis and anticancer activity of furochromone and benzofuran derivatives targeting VEGFR-2 tyrosine kinase. RSC Adv. 2015;5:25312–25324.
   Web of Science ®Google Scholar
• Xie F, Zhu H, Zhang H, et al. In vitro and in vivo characterization of a benzofuran derivative, a potential anticancer agent, as a novel Aurora B kinase inhibitor. Eur J Med Chem. 2015;89:310–319.
   PubMed Web of Science ®Google Scholar
• Shi Y-M, Yang L-J, Chen W, et al. Synthesis and biological activity of novel 1-((benzofuran-2-yl)methyl)-1H-triazole derivatives. Lett Drug Des Disc. 2014;11:975–984.
   Web of Science ®Google Scholar
• Salome C, Narbonne V, Ribeiro N, et al. Benzofuran derivatives as a novel class of inhibitors of mTOR signaling. Eur J Med Chem. 2014;74:41–49.
   PubMed Web of Science ®Google Scholar
• Salome C, Ribeiro N, Chavagnan T, et al. Benzofuran derivatives as anticancer inhibitors of mTOR signaling. Eur J Med Chem. 2014;81:181–191.
   PubMed Web of Science ®Google Scholar
• Hedidi M, Bentabed-Ababsa G, Derdour A, et al. Synthesis of C,N’-linked bis-heterocycles using a deprotometalation-iodination-N-arylation sequence and evaluation of their antiproliferative activity in melanoma cells. Bioorg Med Chem. 2014;22:3498–3507.
   PubMed Web of Science ®Google Scholar
• Abdelhafez OM, Amin KM, Ali HI, et al. Design, synthesis and anticancer activity of benzofuran derivatives targeting VEGFR-2 tyrosine kinase. RSC Adv. 2014;4:11569–11579.
   Web of Science ®Google Scholar
• Yamaguchi Y, Akimoto I, Motegi K, et al. Synthetic models related to methoxalen and menthofuran-cytochrome P450 (CYP) 2A6 interactions. benzofuran and coumarin derivatives as potent and selective inhibitors of CYP2A6. Chem Pharm Bull. 2013;61:997–1001.
   PubMed Web of Science ®Google Scholar
• Bazin M-A, Bodero L, Tomasoni C, et al. Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines. Eur J Med Chem. 2013;69:823–832.
   PubMed Web of Science ®Google Scholar
• Ghosh K, Perlikova P, Havlicek V, et al. Isomeric naphtho-fused 7-Deazapurine nucleosides and nucleotides: synthesis, biological activity, photophysical properties and enzymatic incorporation to nucleic acids. Eur J Org Chem. 2018;2018:5092–5108.
   Google Scholar
• Sanchez Cespedes J, Pachon Ibanez ME, Pachon Diaz J, et al. Piperazine derivatives as antiviral agents with increased therapeutic activity. PCT Int Appl. 2017. WO 2017144624 A1 20170831.
   Google Scholar
• Jang Y, Lee HW, Shin JS, et al. Antiviral activity of KR-23502 targeting nuclear export of influenza B virus ribonucleoproteins. Antiviral Res. 2016;134:77–88.
   PubMed Web of Science ®Google Scholar
• Ye L, Li C, Qin Y, et al. Preparation method of benzofuran compound applied to preparation of anti-tobacco mosaic virus agent. Faming Zhu Shenq. 2016. CN 106220595 A 20161214.
   Google Scholar
• Cruz DJM, Bonotto RM, Gomes RGB, et al. Identification of novel compounds inhibiting chikungunya virus-induced cell death by high throughput screening of a kinase inhibitor library. PLoS Negl Trop Dis. 2013;7:e2471/1-e2471/15.
   Web of Science ®Google Scholar
• Yeung K-S, Kadow JF, Bora RO, et al. Preparation of benzofuran derivatives useful for the treatment of hepatitis C. PCT Int Appl. 2017. WO 2017165233 A1 20170928.
   Google Scholar
• Wang T, Yin Z, Zhang Z, et al. Benzofuran compounds for the treatment of hepatitis C and their preparation. PCT Int Appl. 2016. WO 2016133948 A1 20160825.
   Google Scholar
• Zhang Y, Fu Z, Wang J, et al. Benzofuran analogues as NS4B inhibitors and their preparation, pharmaceutical compositions and use in the treatment of HCV. Faming Zhu Shenq. 2016. CN 105732602 A 20160706.
   Google Scholar
• Dai X, Liu H, Palani A, et al. Substituted benzofuran compounds and methods of use thereof for treatment of viral diseases. PCT Int Appl. 2014. WO 2014205593 A1 20141231.
   Google Scholar
• Zhong M, Peng E, Huang N, et al. Discovery of novel potent HCV NS5B polymerase non-nucleoside inhibitors bearing a fused benzofuran scaffold. Bioorg Med Chem Lett. 2018;28:963–968.
   PubMed Web of Science ®Google Scholar
• He S, Jain P, Lin B, et al. High-throughput screening, discovery, and optimization to develop a benzofuran class of hepatitis C virus inhibitors. ACS Comb Sci. 2015;17:641–652.
   PubMed Web of Science ®Google Scholar
• Zhang Y, Fu Z, Wang J, et al. Benzofuran analogue as NS4B inhibitors and their preparation, pharmaceutical compositions and use in the treatment of hepatitis C. PCT Int Appl. 2016. WO 2016045587 A1 20160331.
   Google Scholar
• Geng C-A, Huang X-Y, Ma Y-B, et al. Synthesis of erythrocentaurin derivatives as a new class of hepatitis B virus inhibitors. Bioorg Med Chem Lett. 2015;25:1568–1571.
   PubMed Web of Science ®Google Scholar
• Park HS, Nelson DE, Taylor ZE, et al. Suppression of LPS-induced NF-κB activity in macrophages by the synthetic aurone, (Z)-2-((5-(hydroxymethyl) furan-2-yl) methylene) benzofuran-3(2H)-one. Int Immunopharmacol. 2017;43:116–128.
   PubMed Web of Science ®Google Scholar
• Correa MF, Barbosa AJR, Teixeira LB, et al. Pharmacological characterization of 5-substituted 1-[(2,3-dihydro-1-benzofuran-2-yl)methyl]piperazines: novel antagonists for the histamine H3 and H4 receptors with anti-inflammatory potential. Front Pharm. 2017;8:825/1-12.
   PubMed Web of Science ®Google Scholar
• Correa MF, Varela MT, Balbino AM, et al. 1-[(2,3-Dihydro-1-benzofuran-2-yl)methyl]piperazines as novel anti-inflammatory compounds: synthesis and evaluation on H3R/H4R. Chem Biol Drug Des. 2017;90:317–322.
   PubMed Web of Science ®Google Scholar
• Seo YH, Damodar K, Kim J-K, et al. Synthesis and biological evaluation of 2-aroylbenzofurans, rugchalcones A, B and their derivatives as potent anti-inflammatory agents. Bioorg Med Chem Lett. 2016;26:1521–1524.
   PubMed Web of Science ®Google Scholar
• Angelucci F, Quattrini L, Coviello V, et al. Preparation of benzofuran derivatives for use as AMPK activators. PCT Int Appl. 2018. WO 2018189683 A1 20181018.
   Google Scholar
• Kadayat TM, Banskota S, Gurung P, et al. Discovery and structure-activity relationship studies of 2-benzylidene-2,3-dihydro-1H-inden-1-one and benzofuran-3(2H)-one derivatives as a novel class of potential therapeutics for inflammatory bowel disease. Eur J Med Chem. 2017;137:575–597.
   PubMed Web of Science ®Google Scholar
• MMM E-M, Hazzaa AA, El-Messmary H, et al. New hybrid molecules combining benzothiophene or benzofuran with rhodanine as dual COX-1/2 and 5-LOX inhibitors: synthesis, biological evaluation and docking study. Bioorg Chem. 2017;72:102–115.
   PubMed Web of Science ®Google Scholar
• Bombardelli E, Fontana G, Giori A, et al. Compositions for the treatment of vaginal infections with chronic inflammation. U.S. Pat., US 20110104313 A1 20110505.
   Google Scholar
• Kobayashi K, Suzuki T, Kawahira M, et al. Preparation of heterocyclic sulfonamide derivatives as TRPA1 antagonists for treating pain, digestive diseases, and inflammatory diseases. PCT Int Appl. 2015. WO 2015115507 A1 20150806.
   Google Scholar
• Yadav P, Singh P, Tewari AK. Design, synthesis, docking and anti-inflammatory evaluation of novel series of benzofuran based prodrugs. Bioorg Med Chem Lett. 2014;24:2251–2255.
   PubMed Web of Science ®Google Scholar
• Hassan GS, Abou-Seri SM, Kamel G, et al. Celecoxib analogs bearing benzofuran moiety as cyclooxygenase-2 inhibitors: design, synthesis and evaluation as potential anti-inflammatory agents. Eur J Med Chem. 2014;76:482–493.
   PubMed Web of Science ®Google Scholar
• Piemontese L, Tomas D, Hiremathad A, et al. Donepezil structure-based hybrids as potential multifunctional anti-Alzheimer’s drug candidates. J Enzym Inhibit Med Chem. 2018;33:1212–1224.
   PubMed Web of Science ®Google Scholar
• Seong SH, Ha MT, Min BS, et al. Moracin derivatives from Morus Radix as dual BACE1 and cholinesterase inhibitors with antioxidant and anti-glycation capacities. Life Sci. 2018;210:20–28.
   PubMed Web of Science ®Google Scholar
• Mostofi M, Ziarani GM, Lashgari N. Design, synthesis and biological evaluation of benzofuran appended benzothiazepine derivatives as inhibitors of butyrylcholinesterase and antimicrobial agents. Bioorg Med Chem. 2018;26:3076–3095.
   PubMed Web of Science ®Google Scholar
• Hiremathad A, Chand K, Keri RS. Development of coumarin-benzofuran hybrids as versatile multitargeted compounds for the treatment of Alzheimer’s disease. Chem Biol Drug Des. 2018;92:1497–1503.
   PubMed Web of Science ®Google Scholar
• Hiremathad A, Chand K, Tolayan L, et al. Hydroxypyridinone-benzofuran hybrids with potential protective roles for Alzheimer’s disease therapy. J Inorg Biochem. 2018;179:82–96.
   PubMed Web of Science ®Google Scholar
• Ha H-J, Kang DW, Kim H-M, et al. Discovery of an Orally bioavailable benzofuran analogue that serves as a β-amyloid aggregation inhibitor for the potential treatment of Alzheimer’s disease. J Med Chem. 2018;61:396–402.
   PubMed Web of Science ®Google Scholar
• Sashidhara KV, Modukuri RK, Jadiya P, et al. Benzofuran-Chalcone hybrids as potential multifunctional agents against Alzheimer’s disease: synthesis and in vivo studies with transgenic caenorhabditis elegans. Chem Med Chem. 2014;9:2671–2684.
   Google Scholar
• Zha X, Lamba D, Zhang L, et al. Novel tacrine-benzofuran hybrids as potent multitarget-directed ligands for the treatment of alzheimer’s disease: design, synthesis, biological evaluation, and X-ray crystallography. J Med Chem. 2016;59:114–131.
   PubMed Web of Science ®Google Scholar
• Abedinifar F, Farnia SMF, Mahdavi M, et al. Synthesis and cholinesterase inhibitory activity of new 2-benzofuran carboxamide-benzylpyridinum salts. Bioorg Chem. 2018;80:180–188.
   PubMed Web of Science ®Google Scholar
• Mehrabi F, Pourshojaei Y, Moradi A, et al. Design, synthesis, molecular modeling and anticholinesterase activity of benzylidene-benzofuran-3-ones containing cyclic amine side chain. Future Med Chem. 2017;9:659–671.
   PubMed Web of Science ®Google Scholar
• Parlar S, Bayraktar G, Tarikogullari A, et al. Synthesis, biological evaluation and molecular docking study of hydrazone-containing pyridinium salts as cholinesterase inhibitors. Chem Pharm Bull. 2016;64:1281–1287.
   PubMed Web of Science ®Google Scholar
• Mostofi M, Ziarani MG, Mahdavi M, et al. Synthesis and structure-activity relationship study of benzofuran-based chalconoids bearing benzylpyridinium moiety as potent acetylcholinesterase inhibitors. Eur J Med Chem. 2015;103:361–369.
   PubMed Web of Science ®Google Scholar
• Lin D, Xiao M, Yang Z, et al. Synthesis and herbicidal activity of N-(2,2-dimethyl-7-alkoxy-2,3-dihydrobenzofuran-5-yl)-2-(4-arylxoyphenoxy)propionamides. Chem Res Chin Univ. 2017;33:74–79.
   Web of Science ®Google Scholar
• Hacker E, Bieringer H, Auler T, et al. Synergistic combinations of aminotriazine compounds with other herbicides primarily for controlling weeds in grains. PCT Int Appl. 2000. WO 2000016627 A1 20000330.
   Google Scholar
• Gu Z-S, Zhou A, Xiao Y, et al. Synthesis and antidepressant-like activity of novel aralkyl piperazine derivatives targeting SSRI/5-HT1A/5- HT7. Eur J Med Chem. 2018;144:701–715.
   PubMed Web of Science ®Google Scholar
• Toukam PD, Tagatsing MF, Tchokouaha LR, et al. Novel saponin and benzofuran isoflavonoid with in vitro anti-inflammatory and free radical scavenging activities from the stem bark of Pterocarpus erinaceus (Poir). Phytochem Lett. 2018;28:69–75.
   Web of Science ®Google Scholar
• Baldisserotto A, Demurtas M, Lampronti I, et al. Benzofuran hydrazones as potential scaffold in the development of multifunctional drugs: synthesis and evaluation of antioxidant, photoprotective and antiproliferative activity. Eur J Med Chem. 2018;156:118–125.
   PubMed Web of Science ®Google Scholar
• Liu R-H, Mei D-Y, Lin S, et al. A new benzofuran from the heartwood of Dalbergia latifolia. Nat Prod Res. 2019;33:47–52.
   PubMed Web of Science ®Google Scholar
• Pan G, Li X, Zhao L, et al. Synthesis and anti-oxidant activity evaluation of (±)-Anastatins A, B and their analogs. Eur J Med Chem. 2017;138:577–589.
   PubMed Web of Science ®Google Scholar
• Meng L-H, Mandi A, Li X-M, et al. Isolation, stereochemical study, and antioxidant activity of benzofuranone derivatives from a mangrovederived fungus eurotium rubrum MA-150. Chirality. 2016;28:581–584.
   PubMed Web of Science ®Google Scholar
• Cho J, Park C, Lee Y, et al. Neuroprotective and antioxidant effects of novel benzofuran-2-carboxamide derivatives. Biomol Ther. 2015;23:275–282.
   PubMed Web of Science ®Google Scholar
• Guo H. Design, synthesis, and in vitro anti-mycobacterial activities of propylene tethered benzofuran-isatin hybrids. J Heterocycl Chem. 2019;56:338–342.
   Web of Science ®Google Scholar
• Gao F, Yang H, Lu T, et al. Design, synthesis and anti-mycobacterial activity evaluation of benzofuran-isatin hybrids. Eur J Med Chem. 2018;159:277–281.
   PubMed Web of Science ®Google Scholar
• Gudup SS, Kumar S, Aruri HP, et al. Preparation of substituted aurone alkaloids as anti-mycobacterial agents. PCT Int Appl. 2017. WO 2017149551 A1 20170908.
   Google Scholar
• Sacchettini JC, Aggarwal A, Parai MK. Substituted benzofuran derivatives as novel antimycobacterial agents. PCT Int Appl. 2016. WO 2016172498 A1 20161027.
   Google Scholar
• Aggarwal A, Parai MK, Shetty N, et al. Development of a novel lead that targets M. tuberculosis polyketide synthase 13. Cell. 2017;170:249–259.
   PubMed Web of Science ®Google Scholar
• Thorat BR, Nazirkar B, Thorat VB, et al. Synthesis, SAR, molecular docking and antituberculosis study of 3-methyl-1-benzofuran-2-carbohydrazide. Asian J Chem. 2016;28:2346–2352.
   Google Scholar
• Mhiri C, Boudriga S, Askri M, et al. Design of novel dispirooxindolopyrrolidine and dispirooxindolopyrrolo-thiazole derivatives as potential antitubercular agents. Bioorg Med Chem Lett. 2015;25:4308–4313.
   PubMed Web of Science ®Google Scholar
• Kamsri P, Punkvang A, Hannongbua S, et al. Elucidating structural basis of benzofuran pyrrolidine pyrazole derivatives for enhancing potency against both the InhA enzyme and intact M. tuberculosis cells: a combined MD simulations and 3D-QSAR study. RSC Adv. 2015;5:52926–52937.
   Web of Science ®Google Scholar
• Encinas L, O’Keefe H, Neu M, et al. Encoded library technology as a source of hits for the discovery and lead optimization of a potent and selective class of bactericidal direct inhibitors of Mycobacterium tuberculosis InhA. J Med Chem. 2014;57:1276–1288.
   PubMed Web of Science ®Google Scholar
• Trapero A, Pacitto A, Singh V, et al. A fragment-based approach to targeting inosine-5ʹ-monophosphate dehydrogenase (IMPDH) from Mycobacterium tuberculosis. J Med Chem. 2018;61:2806–2822.
   PubMed Web of Science ®Google Scholar
• Reddy KI, Srihari K, Renuka J, et al. An efficient synthesis and biological screening of benzofuran and benzo[d]isothiazole derivatives for Mycobacterium tuberculosis DNA GyrB inhibition. Bioorg Med Chem. 2014;22:6552–6563.
   PubMed Web of Science ®Google Scholar
• Jiang M, Xiong B, Shen Y, et al. Design, synthesis, and preliminary biological evaluation of novel ketone derivatives of shikimic acid. RSC Adv. 2013;3:20599–20605.
   Web of Science ®Google Scholar
• Liu H, Li J, Wang J, et al. Process for preparation of C, O-spiro-aryl glycosides compounds and application thereof. Faming Zhu Shenq. 2017. CN 106317068 A 20170111.
   Google Scholar
• Liu H, Li J, Wang J, et al. Process for preparation of C,O-spiro aryl glycoside compounds and use thereof. PCT Int Appl. 2016. WO 2016206604 A1 20161229.
   Google Scholar
• Takeshita S, Miyanaga W, Dohi M, et al. Preparation of N-[2-(phenoxymethyl)benzoyl]pyrrolidine-2-carboxamide and 2-[N-[2-(phenoxymethyl)-benzoyl]amino]acetamide derivatives as glycogen synthase activators for treatment of diabetes. Jpn Kokai Tokkyo Koho. 2016. JP 2016130215 A 20160721.
   Google Scholar
• Chen HY, Demong D, Finke PE, et al. Benzofuran derivatives as antidiabetics and their preparation. PCT Int Appl. 2016. WO 2016022446 A1 20160211.
   Google Scholar
• Ye X-Y, Morales CL, Wang Y, et al. Synthesis and structure-activity relationship of dihydrobenzofuran derivatives as novel human GPR119 agonists. Bioorg Med Chem Lett. 2014;24:2539–2545.
   PubMedGoogle Scholar
• Alper PB, Epple R, Michellys P-Y, et al. Compounds and compositions as modulators of GPR119 activity. US Pat Appl Publ. 2011. US 20110172244 A1 20110714.
   Google Scholar
• Lombardo M, Bender K, London C, et al. Discovery of benzofuran propanoic acid GPR120 agonists: from uHTS hit to mechanism-based pharmacodynamic effects. Bioorg Med Chem Lett. 2016;26:5724–5728.
   PubMed Web of Science ®Google Scholar
• Zhang Y, Wang X, Yang X, et al. Benzofuran derivatives as GPR40 agonists and their preparation and use for the treatment of diabetes and metabolic diseases. PCT Int Appl. 2015. WO 2015062486 A1 20150507.
   Google Scholar
• Taha M, Ali Shah SA, Imran S, et al. Synthesis and in vitro study of benzofuran hydrazone derivatives as novel alpha-amylase inhibitor. Bioorg Chem. 2017;75:78–85.
   PubMed Web of Science ®Google Scholar
• McClure JJ, Inks ES, Zhang C, et al. Comparison of the deacylase and deacetylase activity of zinc-dependent HDACs. ACS Chem Biol. 2017;12:1644–1655.
   PubMed Web of Science ®Google Scholar
• He W, Zhang Y, Bao J, et al. Synthesis, biological evaluation and molecular docking analysis of 2-phenyl-benzofuran-3-carboxamide derivatives as potential inhibitors of Staphylococcus aureus Sortase A. Bioorg Med Chem. 2017;25:1341–1351.
   PubMedGoogle Scholar
• Fu L, Jiang F, Wan H, et al. Preparation of benzofuran compounds as Sortase A inhibitors. Faming Zhuanli Shenqing. 2016. CN 105330630 A 20160217.
   Google Scholar
• Ha MT, Tran MH, Ah KJ, et al. Potential pancreatic lipase inhibitory activity of phenolic constituents from the root bark of Morus alba L. Bioorg Med Chem Lett. 2016;26:2788–2794.
   PubMed Web of Science ®Google Scholar
• Marques S, Buchet R, Popowycz F, et al. Synthesis of benzofuran derivatives as selective inhibitors of tissue-nonspecific alkaline phosphatase: effects on cell toxicity and osteoblast-induced mineralization. Bioorg Med Chem Lett. 2016;26:1457–1459.
   PubMed Web of Science ®Google Scholar
• Mielczarek M, Thomas RV, Ma C, et al. Synthesis and biological activity of novel mono-indole and mono-benzofuran inhibitors of bacterial transcription initiation complex formation. Bioorg Med Chem. 2015;23:1763–1775.
   PubMed Web of Science ®Google Scholar
• Marastoni E, Bartoli S, Berettoni M, et al. Benzofused hydroxamic acids: useful fragments for the preparation of histone deacetylase inhibitors. Part 2: 7-Fluorobenzothiophenes and benzofurans. Bioorg Med Chem Lett. 2015;25:1603–1606.
   PubMed Web of Science ®Google Scholar
• Zorn L, Eis K, Schulze V, et al. Preparation of aminoimidazopyridazines as MKNK1 kinase inhibitors. PCT Int Appl. 2014. WO 2014076162 A1 20140522.
   Google Scholar
• Srour AM, Abd El-Karim SS, Saleh DO, et al. Rational design, synthesis and 2D-QSAR study of novel vasorelaxant active benzofuran-pyridine hybrids. Bioorg Med Chem Lett. 2016;26:2557–2561.
   PubMed Web of Science ®Google Scholar
• Hassan GS, Abdel Rahman DE, Saleh DO, et al. Benzofuran-morpholinomethyl-pyrazoline hybrids as a new class of vasorelaxant agents: synthesis and quantitative structure-activity relationship study. Chem Pharm Bull. 2014;62:1238–1251.
   PubMed Web of Science ®Google Scholar
• Kushwaha P, Tripathi AK, Gupta S, et al. Synthesis and study of benzofuran-pyran analogs as BMP-2 targeted osteogenic agents. Eur J Med Chem. 2018;156:103–117.
   PubMed Web of Science ®Google Scholar
• Modukuri RK, Choudhary D, Gupta S, et al. Benzofuran-dihydropyridine hybrids: A new class of potential. Bioorg Med Chem. 2017;25:6450–6466.
   PubMed Web of Science ®Google Scholar
• Huang M, Li Q, Fu E, et al. Application of N-[4-(benzofuran-5-yl)-2-thiazolyl]fatty amide as pesticide. Faming Zhuanli Shenq. 2014. CN 104026137 A 20140910.
   Google Scholar
• Grobelny DW, Gill GS. Preparation of oxadiazole-benzofuran derivatives having S1P1 receptor activity and/or disease modifying activity. PCT Int Appl. 2014. WO 2014063199 A1 20140501.
   Google Scholar
• Bebernitz GR, Cody E, Day RF, et al. Benzofuran derivatives as hERG activators and their preparation and use for the treatment of hERG-related diseases. PCT Int Appl. 2015. WO 2015161052 A1 20151022.
   Google Scholar