New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity (2024)

Hsieh, P. W., Chang, F. R., McPhail, A. T., Lee, K. H., & Wu, Y. C. (2003). New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity. Natural Product Research, 17(6), 409-418. https://doi.org/10.1080/14786910310001617677

Hsieh, Pei Wen ; Chang, Fang Rong ; McPhail, Andrew T. 等. / New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity. 於: Natural Product Research. 2003 ; 卷 17, 編號 6. 頁 409-418.

@article{9d754621415b4e869e381b431ed47c8b,

title = "New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity",

abstract = "Using a bioactivity-guided fractionation procedure, five cembranolides, 11-epi-sinulariolide acetate (1), 11-dehydrosinulariolide (2), sinulariolide (3), dihydrosinularin (4), and 3,4:8,11-bisepoxy-7-acetoxycembra-15(17)-en-1,12-olide (5), along with two nucleosides, 2′-deoxyadenosine and thymidine, were isolated from the Formosan soft coral Sinularia flexibilis. Moreover, 7,8-epoxy-11-epi-sinulariolide acetate (1a), 11-sinulariolide acetate (3a), dihydrosinulariolide (3b), 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-en-1,12-olide (3c), 11-acetoxyl-15(17)-dihydrosinulariolide (3d), 7,8-epoxy-11-sinulariolide acetate (3e), and 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-dihydro-1,12-olide (3f) were derived from compounds 1 and 3, respectively. These structures were deduced on the basis of physical and chemical evidence. Among them, 1a, 3d, 3e, and 3f are new cembranolide analogues. The structure of compound 1 was further confirmed by X-ray analysis. In addition, the isolated cembranolides and the analogues under went a cytotoxicity assay, and the structure-activity relationship (SAR) of these compounds was studied.",

keywords = "Cembranolides, Cytotoxicity, Sinularia flexibilis",

author = "Hsieh, {Pei Wen} and Chang, {Fang Rong} and McPhail, {Andrew T.} and Lee, {Kuo Hsiung} and Wu, {Yang Chang}",

year = "2003",

month = dec,

doi = "10.1080/14786910310001617677",

language = "英语",

volume = "17",

pages = "409--418",

journal = "Natural Product Research",

issn = "1478-6419",

number = "6",

}

Hsieh, PW, Chang, FR, McPhail, AT, Lee, KH & Wu, YC 2003, 'New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity', Natural Product Research, 卷 17, 編號 6, 頁 409-418. https://doi.org/10.1080/14786910310001617677

New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity. / Hsieh, Pei Wen; Chang, Fang Rong; McPhail, Andrew T. 等.
於: Natural Product Research, 卷 17, 編號 6, 12.2003, p. 409-418.

研究成果: 期刊稿件 › 文章 › 同行評審

TY - JOUR

T1 - New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity

AU - Hsieh, Pei Wen

AU - Chang, Fang Rong

AU - McPhail, Andrew T.

AU - Lee, Kuo Hsiung

AU - Wu, Yang Chang

PY - 2003/12

Y1 - 2003/12

N2 - Using a bioactivity-guided fractionation procedure, five cembranolides, 11-epi-sinulariolide acetate (1), 11-dehydrosinulariolide (2), sinulariolide (3), dihydrosinularin (4), and 3,4:8,11-bisepoxy-7-acetoxycembra-15(17)-en-1,12-olide (5), along with two nucleosides, 2′-deoxyadenosine and thymidine, were isolated from the Formosan soft coral Sinularia flexibilis. Moreover, 7,8-epoxy-11-epi-sinulariolide acetate (1a), 11-sinulariolide acetate (3a), dihydrosinulariolide (3b), 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-en-1,12-olide (3c), 11-acetoxyl-15(17)-dihydrosinulariolide (3d), 7,8-epoxy-11-sinulariolide acetate (3e), and 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-dihydro-1,12-olide (3f) were derived from compounds 1 and 3, respectively. These structures were deduced on the basis of physical and chemical evidence. Among them, 1a, 3d, 3e, and 3f are new cembranolide analogues. The structure of compound 1 was further confirmed by X-ray analysis. In addition, the isolated cembranolides and the analogues under went a cytotoxicity assay, and the structure-activity relationship (SAR) of these compounds was studied.

AB - Using a bioactivity-guided fractionation procedure, five cembranolides, 11-epi-sinulariolide acetate (1), 11-dehydrosinulariolide (2), sinulariolide (3), dihydrosinularin (4), and 3,4:8,11-bisepoxy-7-acetoxycembra-15(17)-en-1,12-olide (5), along with two nucleosides, 2′-deoxyadenosine and thymidine, were isolated from the Formosan soft coral Sinularia flexibilis. Moreover, 7,8-epoxy-11-epi-sinulariolide acetate (1a), 11-sinulariolide acetate (3a), dihydrosinulariolide (3b), 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-en-1,12-olide (3c), 11-acetoxyl-15(17)-dihydrosinulariolide (3d), 7,8-epoxy-11-sinulariolide acetate (3e), and 3,4:8,11-bisepoxy-7-hydroxycembra-15(17)-dihydro-1,12-olide (3f) were derived from compounds 1 and 3, respectively. These structures were deduced on the basis of physical and chemical evidence. Among them, 1a, 3d, 3e, and 3f are new cembranolide analogues. The structure of compound 1 was further confirmed by X-ray analysis. In addition, the isolated cembranolides and the analogues under went a cytotoxicity assay, and the structure-activity relationship (SAR) of these compounds was studied.

KW - Cembranolides

KW - Cytotoxicity

KW - Sinularia flexibilis

UR - http://www.scopus.com/inward/record.url?scp=0142088941&partnerID=8YFLogxK

U2 - 10.1080/14786910310001617677

DO - 10.1080/14786910310001617677

M3 - 文章

C2 - 14577690

AN - SCOPUS:0142088941

SN - 1478-6419

VL - 17

SP - 409

EP - 418

JO - Natural Product Research

JF - Natural Product Research

IS - 6

ER -

Hsieh PW, Chang FR, McPhail AT, Lee KH, Wu YC. New cembranolide analogues from the formosan soft coral Sinularia flexibilis and their cytotoxicity. Natural Product Research. 2003 12月;17(6):409-418. doi: 10.1080/14786910310001617677