Phomopsols A and B from the Mangrove Endophytic Fungus Phomopsis sp. xy21: Structures, Neuroprotective Effects, and Biogenetic Relationships

A polyketide-derived alkaloid featuring a unique 3,4-dihydro-2H-indeno­[1,2-b]­pyridine 1-oxide motif, named phomopsol A (1), and a highly oxidized polyketide containing a new 3,5-dihydro-2H-2,5-methanobenzo­[e]­[1,4]­dioxepine moiety, named phomopsol B (2), were isolated from the Thai mangrove endo...

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Published inOrganic letters Vol. 21; no. 19; pp. 7919 - 7922
Main Authors Li, Wan-Shan, Hu, Han-Bo, Huang, Zhong-Hui, Yan, Ren-Jie, Tian, Li-Wen, Wu, Jun
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.10.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
RHAZINILAM
ALKALOIDS
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Summary:A polyketide-derived alkaloid featuring a unique 3,4-dihydro-2H-indeno­[1,2-b]­pyridine 1-oxide motif, named phomopsol A (1), and a highly oxidized polyketide containing a new 3,5-dihydro-2H-2,5-methanobenzo­[e]­[1,4]­dioxepine moiety, named phomopsol B (2), were isolated from the Thai mangrove endophytic fungus Phomopsis sp. xy21, together with the related biosynthetic polyketide 3. The structures of 1–3 were unambiguously established by single-crystal X-ray diffraction analysis (Cu Kα), and their neuroprotective effects in PC12 cells were evaluated. The biosynthetic origins of 1–3 are proposed.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b02906