Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack

Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack

Two new bisindole alkaloids, bisnaecarpamines A ( 1 ) and B ( 2 ), possessing a vobasine-sarpagine type skeleton were isolated from the bark of Tabernaemontana macrocarpa Jack. Their structures were elucidated by extensive spectroscopic methods and chemical correlation. The absolute configurations o...

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Veröffentlicht in:Journal of natural medicines 2021, Vol.75 (3), p.633-642
Hauptverfasser: Amelia, Puteri, Nugroho, Alfarius Eko, Hirasawa, Yusuke, Kaneda, Toshio, Tougan, Takahiro, Horii, Toshihiro, Morita, Hiroshi
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids
Antimalarial activity
Antimalarial agents
Biological activity
Biological products
Biomedical and Life Sciences
Biomedicine
Complementary & Alternative Medicine
Flowers & plants
Isomers
Malaria
Medicinal Chemistry
Original Paper
Pharmacology/Toxicology
Pharmacy
Plant Sciences
Tabernaemontana
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Zusammenfassung:Two new bisindole alkaloids, bisnaecarpamines A ( 1 ) and B ( 2 ), possessing a vobasine-sarpagine type skeleton were isolated from the bark of Tabernaemontana macrocarpa Jack. Their structures were elucidated by extensive spectroscopic methods and chemical correlation. The absolute configurations of compounds 1 and 2 were established using TDDFT-ECD calculation of the selected isomers. Bisnaecarpamine A exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC 50 value of 28.8 µM. Graphic abstract
ISSN:1340-3443
1861-0293
DOI:10.1007/s11418-021-01510-4