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J Nat Prod. 2019 Aug 20. doi: 10.1021/acs.jnatprod.9b00463. [Epub ahead of print]

Constituents from Nauclea latifolia with Anti-Haemophilus influenzae Type b Inhibitory Activities.

Author information

1
Department of Chemistry, Faculty of Science , The University of Bamenda , P.O. Box 39, Bambili , Cameroon.
2
Department of Organic Chemistry, Faculty of Science , University of Yaoundé I , P.O. Box 812, Yaoundé , Cameroon.
3
Department of Chemistry, Higher Teacher Training College , University of Maroua , P.O. Box 55, Maroua , Cameroon.
4
Department of Biochemistry, Faculty of Science , University of Yaoundé I , P.O. Box 812, Yaoundé , Cameroon.
5
Department of Chemistry, Faculty of Science , Scientific and Technical University of Masuku , P.O. Box 943, Franceville , Gabon.
6
Department of Chemistry , Bielefeld University , P.O. Box 100131, 33501 Bielefeld , Germany.
7
Department of Chemistry, Higher Teacher Training College , University of Yaoundé I , P.O. Box 47, Yaoundé , Cameroon.
8
H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences , University of Karachi , Karachi 75270 , Pakistan.

Abstract

Three previously undescribed indole alkaloids, named latifolianine A (1) and latifoliaindoles A and B (2 and 3), along with 10 known compounds (4-13), were isolated from the heartwood of Nauclea latifolia. Their structures were elucidated based on the analysis of their NMR and MS data. Latifolianine A (1) represents an unusual and unprecedented monoterpene indole alkaloid unit condensed with an ursane-type pentacyclic triterpenoid moiety. Plausible biogenetic routes toward latifolianine A (1) and latifoliaindoles A and B (2 and 3) were proposed. All the isolates were assessed in vitro for their inhibitory effects on Haemophilus influenzae. Naucleidinal (7) exhibited potent antibacterial activity (MIC value of 3.1 μg/mL) as compared to a reference drug, ciprofloxacin (MIC value of 1.6 μg/mL).

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