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Unprecedented Monoterpenoid Polyprenylated Acylphloroglucinols with a Rare 6/6/5/4 Tetracyclic Core, Enhanced MCF-7 Cells' Sensitivity to Camptothecin by Inhibiting the DNA Damage Response.


ABSTRACT: (±)-Hypersines A-C (1-3), the three pairs of enantiomerically pure monoterpenoid polyprenylated acylphloroglucinols with an unprecedented 6/6/5/4 fused ring system, were isolated from Hypericum elodeoides. Their structures, including absolute configurations, were elucidated by comprehensive spectroscopic data, single-crystal X-ray diffraction, and quantum chemical calculations. The plausible, biosynthetic pathway of 1-3 was proposed. Moreover, the bioactivity evaluation indicated that 1a might be a novel DNA damage response inhibitor, and could enhance MCF-7 cell sensitivity to the anticancer agent, camptothecin.

SUBMITTER: Liu XZ 

PROVIDER: S-EPMC8533472 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Unprecedented Monoterpenoid Polyprenylated Acylphloroglucinols with a Rare 6/6/5/4 Tetracyclic Core, Enhanced MCF-7 Cells' Sensitivity to Camptothecin by Inhibiting the DNA Damage Response.

Liu Xiang-Zhong XZ   Zhou Mi M   Du Chun-Chun CC   Zhu Hong-Hong HH   Lu Xi X   He Shou-Lun SL   Wang Guang-Hui GH   Lin Ting T   Tian Wen-Jing WJ   Chen Hai-Feng HF  

Biomedicines 20211014 10


(±)-Hypersines A-C (<b>1</b>-<b>3</b>), the three pairs of enantiomerically pure monoterpenoid polyprenylated acylphloroglucinols with an unprecedented 6/6/5/4 fused ring system, were isolated from <i>Hypericum elodeoides</i>. Their structures, including absolute configurations, were elucidated by comprehensive spectroscopic data, single-crystal X-ray diffraction, and quantum chemical calculations. The plausible, biosynthetic pathway of <b>1</b>-<b>3</b> was proposed. Moreover, the bioactivity e  ...[more]

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