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Natural Product Research
Formerly Natural Product Letters
Volume 37, 2023 - Issue 23
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Research Articles

Phenolic and bisamide derivatives from Aglaia odorata and their biological activities

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Pages 3923-3934 | Received 23 Sep 2022, Accepted 16 Dec 2022, Published online: 29 Dec 2022

References

  • Brader G, Vajrodaya S, Greger H, Bacher M, Kalchhauser H, Hofer O. 1998. Bisamides, lignans, triterpenes, and insecticidal cyclopenta[b]benzofurans from Aglaia species. J Nat Prod. 61(12):1482–1490.
  • Cantrell CL, Schrader KK, Mamonov LK, Sitpaeva GT, Kustova TS, Dunbar C, Wedge DE. 2005. Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii. J Agric Food Chem. 53(20):7741–7748.
  • Cao YG, Li HW, Cao B, Wang JC, Zhang YL, Zhao X, Zheng XK, Feng WS. 2021. Two new phenylpropanoids and a new dihydrostilbenoid from the flower buds of Magnolia biondii pamp and their acetylcholinesterase inhibitory activities. Nat Prod Res. 35(19):3233–3240.
  • Chaidir, Hiort J, Nugroho BW, Bohnenstengel FI, Wray V, Witte L, Hung PD, Kiet LC, Sumaryono W, Proksch P. 1999. New insecticidal rocaglamide derivatives from flowers of Aglaia duperreana (Meliaceae). Phytochemistry. 52(5):837–842.
  • Chen Z, Hao J, Wang L, Wang Y, Kong F, Zhu W. 2016. New α-glucosidase inhibitors from marine algae-derived Streptomyces sp. OUCMDZ-3434. Sci Rep. 6(1):20004.
  • Choi YH, Choi CW, Hong SH, Park SK, Oh JS, Lee D, Hong SS. 2019. Coixlachryside B: a new benzoxazinoid glycoside from the roots of Coix lachryma-jobi var. ma-yuen (Gramineae). J Asian Nat Prod Res. 21(8):806–812.
  • Deng JZ, Newman DJ, Hecht SM. 2000. Use of compare analysis to discover functional analogues of bleomycin. J Nat Prod. 63(9):1269–1272.
  • Editorial board of the State Administration of traditional Chinese Medicine. 1999. Chinese Materia Medica. 30.
  • Greger H, Hofer M, Teichmann K, Schinnerl J, Pannell CM, Vajrodaya S, Hofer O. 2008. Amide-esters from Aglaia tenuicaulis – first representatives of a class of compounds structurally related to bisamides and flavaglines. Phytochemistry. 69(4):928–938.
  • Hapiot P, Pinson J, Francesch C, Mhamdi F, Rolando C, Neta P. 1994. Oxidative dimerization of phenolic aldehydes related to lignin formation. J Phys Chem. 98(10):2641–2645.
  • Hayashi N, Lee K-H, Hall IH, McPhail AT, Huang H-C. 1982. Structure and stereochemistry of (-)-odorinol, an antileukemic diamide from Aglaia odorata. Phytochemistry. 21(9):2371–2373.
  • Jiang HW, Gu SS, Cao L, Jiang SS, Lin J, Chen Y, Wang L, Jiao H, Li JY, Zhao WM. 2019. Potential hypoglycemic effect of acetophenones from the root bark of Cynanchum wilfordii. Nat Prod Res. 33(16):2314–2321.
  • Karade SS, Hill ML, Kiappes JL, Manne R, Aakula B, Zitzmann N, Warfield KL, Treston AM, Mariuzza RA. 2021. N-substituted valiolamine derivatives as potent inhibitors of endoplasmic reticulum alpha-glucosidases I and II with antiviral activity. J Med Chem. 64(24):18010–18024.
  • Li Q, Xing S, Chen Y, Liao Q, Xiong B, He S, Lu W, Liu Y, Yang H, Li Q, et al. 2020. Discovery and biological evaluation of a novel highly potent selective butyrylcholinsterase inhibitor. J Med Chem. 63(17):10030–10044.
  • Li XM, Liu JM, Zhang J, Wang BG. 2007. Chemical constituents from Aglaia odorata Lour. Chin Herbal Med. 38:356–357.
  • Lin I-J, Lo W-L, Chia Y-C, Huang L-Y, Cham T-M, Tseng W-S, Yeh Y-T, Yeh H-C, Wang Y-D, Chen C-Y. 2010. Isolation of new esters from the stems of Cinnamomum reticulatum Hay. Nat Prod Res. 24(8):775–780.
  • Liu G, Guo D, Deng Y, Linghu L, Zhang M, He Y, Xiao S. 2020. Lignans from the heartwood of Nothotsuga longibracteata. Chin J Org Chem. 40(7):2120.
  • Liu S, Wang H, Zuo WJ, Zhao YX, Li XN, Mei WL, Dai HF. 2013. Two new rocaglamide derivatives from twigs of Aglaia odorata var. microphyllina. Phytochem Lett. 6(1):5–8.
  • Liu S, Zeng LF, Wu L, Yu X, Xue T, Gunawan AM, Long YQ, Zhang ZY. 2008. Targeting inactive enzyme conformation: aryl diketoacid derivatives as a new class of PTP1B inhibitors. J Am Chem Soc. 130(50):17075–17084.
  • Lv HN, Zhao MB, Jiang Y, Tu PF. 2017. Phenanthrenes, anthraquinones, and phenolic constituents from Sinomenium acutum. J Chin Pharm Sci. 26(6):440–446.
  • Meden A, Knez D, Jukic M, Brazzolotto X, Grsic M, Pislar A, Zahirovic A, Kos J, Nachon F, Svete J. 2019. Tryptophan-derived butyrylcholinesterase inhibitors as promising leads against Alzheimer’s disease. Chem Commun (Camb). 55(26):3765–3768.
  • Nguyen T, Lee HS, Nguyen TT, Ngo T, Jun CD, Min BS, Kim JA. 2017. Four new lignans and IL-2 inhibitors from Magnoliae Flos. Chem Pharm Bull (Tokyo). 65(9):840–847.
  • Nugroho BW, Edrada RA, Güssregen B, Wray V, Witte L, Proksch P. 1997. Insecticidal rocaglamide derivatives from Aglaia duppereana. Phytochemistry. 44(8):1455–1461.
  • Pan GX, Spencer L, Leary GJ. 1999. Reactivity of ferulic acid and its derivatives toward hydrogen peroxide and peracetic acid. J Agric Food Chem. 47(8):3325–3331.
  • Proksch P, Giaisi M, Treiber MK, Palfi K, Merling A, Spring H, Krammer PH, Li-Weber M. 2005. Rocaglamide derivatives are immunosuppressive phytochemicals that target NF-AT activity in T cells. J Immunol. 174(11):7075–7084.
  • Puripattanavong J, Weber S, Brecht V, Frahm AW. 2000. Phytochemical investigation of Aglaia andamanica. Planta Med. 66(8):740–745.
  • Saifah E, Puripattanavong J, Likhitwitayawuid K, Cordell GA, Chai H, Pezzuto JM. 1993. Bisamides from Aglaia species: structure analysis and potential to reverse drug resistance with cultured cells. J Nat Prod. 56(4):473–477.
  • Satasook C, Isman MB, Ishibashi F, Medbury S, Wiriyachitra P, Towers G. 1994. Insecticidal bioactivity of crude extracts of Aglaia species (Meliaceae). Biochem Syst Ecol. 22(2):121–127.
  • Seo Y. 2010. Antioxidant activity of the chemical constituents from the flower buds of Magnolia denudate. Biotechnol Bioproc E. 15(3):400–406.
  • Sianturi J, Harneti D, Mayanti T, Supratman U, Awang, K, Darwati. 2016. A new (–)-5′,6-dimethoxyisolariciresinol-(3′′,4′′-dimethoxy)-3α-O-β-D-glucopyranoside from the bark of Aglaia eximia (Meliaceae). Nat Prod Res. 30(19):2204–2208.
  • Tahtah Y, Wubshet SG, Kongstad KT, Heskes AM, Pateraki I, Møller BL, Jäger AK, Staerk D. 2016. High-resolution PTP1B inhibition profiling combined with high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy: proof-of-concept and antidiabetic constituents in crude extract of Eremophila lucida. Fitoterapia. 110:52–58.
  • Teerarak M, Charoenying P, Laosinwattana C. 2012. Physiological and cellular mechanisms of natural herbicide resource from Aglaia odorata Lour. on bioassay plants. Acta Physiol Plant. 34(4):1277–1285.
  • Tsushiro K, Kurizaki A, Watanabe T, Devkota HP. 2019. Chemical constituents from the aerial parts of Impatiens hypophylla Makino var. hypophylla. Biochem Syst Ecol. 83:10–12.
  • Wang B-G, Peng H, Huang H-L, Li X-M, Eck G, Gong X, Proksch P. 2004. Rocaglamide, aglain, and other related derivatives from Aglaia testicularis (Meliaceae). Biochem Syst Ecol. 32(12):1223–1226.
  • Xie BJ, Yang SP, Chen HD, Yue JM. 2007. Agladupols A–E, triterpenoids from Aglaia duperreana. J Nat Prod. 70(9):1532–1535.
  • Zeng YR, Yuan CM, Li YN, Huang LJ, Hu ZX, Gu W, Hao XJ. 2021. Hymoins A–D: two pairs of polyprenylated acylphloroglucinols from Hypericum monogynum and their light-induced transformation. Org Lett. 23(8):3125–3129.
  • Zhang W, Wang Y, Geng Z, Guo S, Cao J, Zhang Z, Pang X, Chen Z, Du S, Deng Z. 2018. Antifeedant activities of lignans from stem bark of Zanthoxylum armatum DC. against Tribolium castaneum. Molecules. 23(3):617.
  • Zhang N, Zhao H. 2016. Enriching screening libraries with bioactive fragment space. Bioorg Med Chem Lett. 26(15):3594–3597.

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