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Di-nor- and 17-nor-pimaranes from Icacina trichantha.

ABSTRACT: Six new pimarane derivatives, including two di-nor-pimaranes (1, 2), two 17-nor-pimaranes (3, 4), and two 17-nor-(9?-H)-pimaranes (5, 6), were isolated from the tuber of Icacina trichantha. Their structures were elucidated based on spectroscopic and HRMS data. The absolute configurations of 1 and 5 were determined by single-crystal X-ray diffraction, and that of 2 was established by electronic circular dichroism data analysis. Compound 3 possesses a unique C-20 acetal moiety. This is the first report of the isolation of di-nor-(9?-H)-pimarane derivatives from Icacina plants. Compounds 5 and 6 showed moderate cytotoxicity against MDA-MB-435, MDA-MB-231, and OVCAR3 cell lines, with IC50 values of 2.91-7.60 and 1.48-3.23 ?M, respectively.

SUBMITTER: Guo B

PROVIDER: S-EPMC5096845 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Di-nor- and 17-nor-pimaranes from Icacina trichantha.

Guo Brian B Onakpa Monday M MM Huang Xiao-Jun XJ Santarsiero Bernard D BD Chen Wei-Lun WL Zhao Ming M Zhang Xiao-Qi XQ Swanson Steven M SM Burdette Joanna E JE Che Chun-Tao CT

Journal of natural products 20160624 7

Six new pimarane derivatives, including two di-nor-pimaranes (1, 2), two 17-nor-pimaranes (3, 4), and two 17-nor-(9β-H)-pimaranes (5, 6), were isolated from the tuber of Icacina trichantha. Their structures were elucidated based on spectroscopic and HRMS data. The absolute configurations of 1 and 5 were determined by single-crystal X-ray diffraction, and that of 2 was established by electronic circular dichroism data analysis. Compound 3 possesses a unique C-20 acetal moiety. This is the first r ...[more]

PMID: 27340832

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