Unusual indole alkaloids from Ophiorrhiza blumeana Korth
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Dayar Arbain, Dachriyanus, Firmansyah, Melvyn V. Sargent, Brian W. Skelton, Allan H. White , Dachriyanus, Firmansyah, Melvyn V. Sargent, Brian W. Skelton, Allan H. White , Melvyn V. Sargent, Brian W. Skelton and Allan H. White
Abstract
The alkaloid content of two different collections of Ophiorrhiza blumeana Korth. (Rubiaceae) was investigated. The first collection yielded the known alkaloid bracteatine 5 and two new alkaloids ophiorrhizine-12-carboxylate 6 and blumeanine 7. The second collection yielded the known alkaloid ophiorrhizine 1 as well as the two new alkaloids. The structures of 6 and blumeanine diacetate 8 followed from their CD and NMR spectral data. The former proved to be an unusual betaine with a carboxylate substituent on the benzenoid part of the indole and the structure was confirmed by single crystal X-ray structural determination. Bracteatine proved to be a dimeric Corynanthé alkaloid linked at the 9,12′ positions and is chiral about the biaryl linkage.
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