Journal
ORGANIC LETTERS
Volume 19, Issue 15, Pages 3998-4001Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01723
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Funding
- National Basic Research Programs (973) of China [2014CB138703]
- National Natural Science Foundation of China [31470421]
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Two unusual normonoterpenoid indole alkaloids rauvomine A (1) and rauvomine B (2), together with two known compounds peraksine (3) and alstoyunine A (4), were isolated from the aerial parts of Rauvolfia vomitoria. The structures with absolute configurations of 1 and 2 were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 2 is a novel C-18 normonoterpenoid indole alkaloid with a substituted cyclopropane ring that forms an unusual 6/5/6/6/3/5 hexcyclic rearranged ring system. The plausible biogenetic pathways of 1 and 2 were proposed. Compound 2 exhibited significant anti-inflammatory activity.
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