1. Academic Validation
  2. A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis

A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis

  • J Nat Prod. 2020 Feb 28;83(2):316-322. doi: 10.1021/acs.jnatprod.9b00721.
Gasper Maeda 1 2 Joan J E Munissi 1 Sofia Lindblad 2 3 Sandra Duffy 4 Jerry Pelletier 5 Vicky M Avery 4 Stephen S Nyandoro 1 2 Máté Erdélyi 2 3
Affiliations

Affiliations

  • 1 Chemistry Department, College of Natural and Applied Sciences , University of Dar es Salaam , P.O. Box 35061, Dar es Salaam , Tanzania.
  • 2 Department of Chemistry and Molecular Biology , University of Gothenburg , SE-412 96 Gothenburg , Sweden.
  • 3 Department of Chemistry - BMC , Uppsala University , SE-751 23 Uppsala , Sweden.
  • 4 Discovery Biology, Griffith Institute for Drug Discovery , Griffith University , Nathan Q1d 4111 , Australia.
  • 5 Department of Biochemistry , McGill University , Montreal , QC H3G 1Y6 , Canada.
Abstract

A new meroisoprenoid (1), two heptenolides (2 and 3), two C-benzylated Flavonoids (4 and 5), and 11 known compounds (6-16) were isolated from leaf, stem bark, and root bark extracts of Sphaerocoryne gracilis ssp. gracilis by chromatographic separation. The structures of the new metabolites 1-5 were established by NMR, IR, and UV spectroscopic and mass spectrometric data analysis. (Z)-Sphaerodiol (7), (Z)-acetylmelodorinol (8), 7-hydroxy-6-hydromelodienone (10), and dichamanetin (15) inhibited the proliferation of Plasmodium falciparum (3D7, Dd2) with IC50 values of 1.4-10.5 μM, although these compounds also showed cytotoxicity against human embryonic kidney HEK-293 cells. None of the compounds exhibited significant disruption in protein translation when assayed in vitro.

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