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- W1988770382 abstract "Indolosesquiterpenoids are a growing class of natural products that exhibit a wide range of biological activities. Here, we report the total syntheses of xiamycin A and oridamycins A and B, indolosesquiterpenoids isolated from Streptomyces. Two parallel strategies were exploited to forge the carbazole core: 6π-electrocyclization/aromatization and indole C2-H bond activation/Heck annulation. The construction of their trans-decalin motifs relied on two diastereochemically complementary radical cyclization reactions mediated by Ti(III) and Mn(III), respectively. The C23 hydroxyl of oridamycin B was introduced by an sp(3) C-H bond oxidation at a late stage. On the basis of the chemistry developed, the dimeric congener dixiamycin C has been synthesized for the first time. Evaluation of the antiviral activity of these compounds revealed that xiamycin A is a potent agent against herpes simplex virus-1 (HSV-1) in vitro." @default.
- W1988770382 created "2016-06-24" @default.
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- W1988770382 date "2015-02-04" @default.
- W1988770382 modified "2023-10-16" @default.
- W1988770382 title "Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families" @default.
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- W1988770382 doi "https://doi.org/10.1038/ncomms7096" @default.
- W1988770382 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4347019" @default.
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