Rauvolfianine, a new antimycobacterial glyceroglycolipid and other constituents from Rauvolfia caffra. Sond (Apocynaceae)

The chemical investigation of the extract of the dried leaves of Rauvolfia caffra (Sond) (synonym Rauvolfia macrophylla) (Apocynaceae) led to isolation of a new glycoside derivative, rauvolfianine (1) as well as six known compounds: oleanolic acid (2), sitosterol-3-O-β-D-glucopyranoside (3), betulin...

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Bibliographic Details
Published in:	Natural product research Vol. 32; no. 16; pp. 1971 - 1976
Main Authors:	Ebeh Messanga, Robert, Dominique Serge, Ngono Bikobo, Abouem A. Zintchem, Auguste, Norbert, Mbabi Nyemeck II, Esther Del Florence, Moni Ndedi, Patrick Hervé, Betote Diboué, Maximilienne Ascension, Nyegue, Alex De Théodore, Atchadé, Dieudonné Emmanuel, Pegnyemb, Christian G., Bochet, Koert, Ulrich
Format:	Journal Article
Language:	English
Published:	England Taylor & Francis 18-08-2018 Taylor & Francis Ltd
Subjects:	1D and 2D NMR antitubercular activity Antitubercular Agents - chemistry Antitubercular Agents - isolation & purification Antitubercular Agents - pharmacology Apocynaceae Apocynaceae - chemistry Betulinic acid glycerol ester Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology Isoniazid Magnetic Resonance Spectroscopy Molecular Structure Mycobacterium tuberculosis - drug effects Oleanolic acid Oleanolic Acid - analysis Organic chemistry Plant Extracts - chemistry Plant Extracts - pharmacology Plant Leaves - chemistry Rauvolfia Rauvolfia caffra Rauvolfianine Rauwolfia Sitosterols Stereochemistry Triterpenes Tuberculosis Apocynaceae 1D and 2D NMR Rauvolfia caffra antitubercular activity Rauvolfianine glycerol ester
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Summary:	The chemical investigation of the extract of the dried leaves of Rauvolfia caffra (Sond) (synonym Rauvolfia macrophylla) (Apocynaceae) led to isolation of a new glycoside derivative, rauvolfianine (1) as well as six known compounds: oleanolic acid (2), sitosterol-3-O-β-D-glucopyranoside (3), betulinic acid (4), vellosimine (5), sarpagine (6) and D-fructofuranosyl-β-(2→1)-α-D-glucopyranoside (7). Compounds 1, 2, 3, 4 and 7 were evaluated for antitubercular activity. Compounds 1 and 2 were the most active (MIC = 7.8125 and 31.25 μg/mL) towards the Isoniazid resistant strain of Mycobacterium tuberculosis AC45. Their structures and relative stereochemistry were elucidated by spectroscopic methods.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1478-6419 1478-6427
DOI:	10.1080/14786419.2017.1356832