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Antibacterial bisabolane-type sesquiterpenoids from the sponge-derived fungus Aspergillus sp.


ABSTRACT: Four new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (-)-sydonol (2), (-)-sydonic acid (3), and (-)-5-(hydroxymethyl)-2-(2',6',6'-trimethyltetrahydro-2H- pyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated from the sponge Xestospongia testudinaria collected from the South China Sea. Four of them (1-4) are optically active compounds. Their structures and absolute configurations were elucidated by using NMR spectroscopic techniques and mass spectrometric analysis, and by comparing their optical rotations with those related known analogues. Compounds 1-5 showed selective antibacterial activity against eight bacterial strains with the MIC (minimum inhibiting concentrations) values between 1.25 and 20.0 µM. The cytotoxic, antifouling, and acetylcholinesterase inhibitory activities of these compounds were also examined.

SUBMITTER: Li D 

PROVIDER: S-EPMC3280534 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature

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Antibacterial bisabolane-type sesquiterpenoids from the sponge-derived fungus Aspergillus sp.

Li Dan D   Xu Ying Y   Shao Chang-Lun CL   Yang Rui-Yun RY   Zheng Cai-Juan CJ   Chen Yi-Yan YY   Fu Xiu-Mei XM   Qian Pei-Yuan PY   She Zhi-Gang ZG   Voogd Nicole J de NJ   Wang Chang-Yun CY  

Marine drugs 20120119 1


Four new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (-)-sydonol (2), (-)-sydonic acid (3), and (-)-5-(hydroxymethyl)-2-(2',6',6'-trimethyltetrahydro-2H- pyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated from the sponge Xestospongia testudinaria collected from the South China Sea. Four of them (1-4) are optically active compounds. Their structures and absolute  ...[more]

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