Novel 16,17-epoxy-23-methylergostane derivative from Sinularia variabilis, a soft coral from the Persian Gulf, with apoptotic activities against breast cancer cell lines

References

• Ahmed AF, Tai SH, Wu YC, Sheu JH. 2007. Sinugrandisterols A-D, trihydroxysteroids from the soft coral Sinularia grandilobata. Steroids. 72(4):368–374.
   PubMed Web of Science ®Google Scholar
• Baradaran B, Hajiasgharzadeh K. 2019. Breast cancer among young women in Iran. Int J Women's Health Reprod Sci. 7(2)
   Web of Science ®Google Scholar
• Blunt JW, Copp BR, Munro MH, Northcote PT, Prinsep MR. 2011. Marine natural products. Nat Prod Rep. 28(2):196–268.
   PubMed Web of Science ®Google Scholar
• Chougrad H, Zouaki H, Alheyane O. 2020. Multi-label transfer learning for the early diagnosis of breast cancer. Neurocomputing. 392:168–180.
   Web of Science ®Google Scholar
• Dong M, He X, Liu RH. 2007. Phytochemicals of black bean seed coats: isolation, structure elucidation, and their antiproliferative and antioxidative activities. J Agric Food Chem. 55(15):6044–6051.
   PubMed Web of Science ®Google Scholar
• Fernholz E, MacPhillamy H. 1941. Isolation of a new phytosterol: Campesterol. J Am Chem Soc. 63(4):1155–1156.
   Google Scholar
• Ghavami S, Kerkhoff C, Chazin WJ, Kadkhoda K, Xiao W, Zuse A, Hashemi M, Eshraghi M, Schulze-Osthoff K, Klonisch T, et al. 2008. S100A8/9 induces cell death via a novel, RAGE-independent pathway that involves selective release of Smac/DIABLO and Omi/HtrA2. Biochim Biophys Acta Mol Cell Res. 1783(2):297–311.
   PubMed Web of Science ®Google Scholar
• Gohar H. 1937. The preservation of contractile marine animals in an expanded condition. J Mar Biol Ass. 22(1):295–299.
   Google Scholar
• Huang CY, Su JH, Duh CY, Chen BW, Wen ZH, Kuo YH, Sheu JH. 2012. A new 9,11-secosterol from the soft coral Sinularia granosa . Bioorg Med Chem Lett. 22(13):4373–4376.
   PubMed Web of Science ®Google Scholar
• Jin P, Deng Z, Pei Y, Fu H, Li J, Van Ofwegen L, Proksch P, Lin W. 2005. Polyhydroxylated steroids from the soft coral Sinularia dissecta. Steroids. 70(8):487–493.
   PubMed Web of Science ®Google Scholar
• Keyvanloo Shahrestanaki M, Bagheri M, Ghanadian M, Aghaei M, Jafari SM. 2019. Centaurea cyanus extracted 13-O-acetylsolstitialin A decrease Bax/Bcl-2 ratio and expression of cyclin D1/Cdk-4 to induce apoptosis and cell cycle arrest in MCF-7 and MDA-MB-231 breast cancer cell lines. J Cell Biochem. 120(10):18309–18319.
   PubMed Web of Science ®Google Scholar
• Kim SW, Park SS, Min TJ, Yu KH. 1999. Antioxidant activity of ergosterol peroxide (5, 8-epidioxy-5α, 8α-ergosta-6, 22E-dien-3β-ol) in Armillariella mellea. Bull Korean Chem Soc. 20(7):819–823.
   Web of Science ®Google Scholar
• Kobori M, Yoshida M, Ohnishi-Kameyama M, Shinmoto H. 2007. Ergosterol peroxide from an edible mushroom suppresses inflammatory responses in RAW264.7 macrophages and growth of HT29 colon adenocarcinoma cells. Br J Pharmacol. 150(2):209–219.
   PubMed Web of Science ®Google Scholar
• Lakshmi V, Kumar R. 2009. Metabolites from Sinularia species. Nat Prod Res. 23(9):801–850.
   PubMed Web of Science ®Google Scholar
• Li G, Zhang Y, Deng Z, Van Ofwegen L, Proksch P, Lin W. 2005. Cytotoxic cembranoid diterpenes from a soft coral Sinularia gibberosa. J Nat Prod. 68(5):649–652.
   PubMed Web of Science ®Google Scholar
• Lin YF, Kuo CY, Wen ZH, Lin YY, Wang WH, Su JH, Sheu JH, Sung PJ. 2013. Flexibilisquinone, a new anti-inflammatory quinone from the cultured soft coral Sinularia flexibilis. Molecules. 18(7):8160–8167.
   PubMed Web of Science ®Google Scholar
• Ly JD, Grubb DR, Lawen A. 2003. The mitochondrial membrane potential (deltapsi(m)) in apoptosis; an update. Apoptosis. 8(2):115–128.
   PubMed Web of Science ®Google Scholar
• Mehdinia A, Sheijooni Fumani N, Rezaei H. 2014. Essential oils of a soft coral (Sinularia sp.) from Chabahar Bay of Iran. J Persian Gulf. 5(15):51–58.
   Google Scholar
• Putra MY, Ianaro A, Panza E, Bavestrello G, Cerrano C, Fattorusso E, Taglialatela-Scafati O. 2012. Sinulasulfoxide and sinulasulfone, sulfur-containing alkaloids from the Indonesian soft coral Sinularia sp. Tetrahedron Lett. 53(30):3937–3939.
   Web of Science ®Google Scholar
• Rahelivao MP, Lübken T, Gruner M, Kataeva O, Ralambondrahety R, Andriamanantoanina H, Checinski MP, Bauer I, Knölker HJ. 2017. Isolation and structure elucidation of natural products of three soft corals and a sponge from the coast of Madagascar. Org Biomol Chem. 15(12):2593–2608.
   PubMed Web of Science ®Google Scholar
• Riahi F, Dashti N, Ghanadian M, Aghaei M, Faez F, Jafari SM, Zargar N. 2020. Kopetdaghinanes, pro-apoptotic hemiacetialic cyclomyrsinanes from Euphorbia kopetdaghi. Fitoterapia. 146:104636.
   PubMed Web of Science ®Google Scholar
• Silverstein RM, Bassler GC. 1962. Spectrometric identification of organic compounds. J Chem Educ. 39(11):546.
   Google Scholar
• Su JH, Liu CI, Lu MC, Chang CI, Hsieh MY, Lin YC, Dai CF, Zhang YH, Lin ZY, Lin YS. 2019. New secondary metabolite with cytotoxicity from spawning soft coral Asterospicularia laurae in Taiwan. Nat Prod Res. :1–9.DOI:https://doi.org/10.1080/14786419.2019.1614579.
   Google Scholar
• Su JH, Tseng YJ, Huang HH, Ahmed AF, Lu CK, Wu YC, Sheu JH. 2006. 9,11-Secosterols from the soft corals Sinularia lochmodes and Sinularia leptoclados . J Nat Prod. 69(5):850–852.
   PubMed Web of Science ®Google Scholar
• Tominaga H, Ishiyama M, Ohseto F, Sasamoto K, Hamamoto T, Suzuki K, Watanabe M. 1999. A water-soluble tetrazolium salt useful for colorimetric cell viability assay. Anal Commun. 36(2):47–50.
   Google Scholar
• Tursch B. 1976. Some recent developments in the chemistry of alcyonaceans. Pure Appl Chem. 48(1):1–6.
   Web of Science ®Google Scholar
• Valdes M, Nicholas G, Goss G, Wheatley-Price P. 2016. Chemotherapy in recurrent advanced non-small-cell lung cancer after adjuvant chemotherapy. Curr Oncol. 23(6):386–390.
   PubMed Web of Science ®Google Scholar
• Zhang GW, Ma XQ, Su JY, Zhang K, Kurihara H, Yao XS, Zeng LM. 2006. Two new bioactive sesquiterpenes from the soft coral Sinularia sp. Nat Prod Res. 20(7):659–664.
   PubMed Web of Science ®Google Scholar
• Zhong Z, Dang Y, Yuan X, Guo W, Li Y, Tan W, Cui J, Lu J, Zhang Q, Chen X, et al. 2012. Furanodiene, a natural product, inhibits breast cancer growth both in vitro and in vivo. Cell Physiol Biochem. 30(3):778–790.
   PubMed Web of Science ®Google Scholar