Naphthalene Derivatives from the Roots of Pentas parvifolia and Pentas bussei.

Abdissa N, Pan F, Gruhonjic A, Gräfenstein J, Fitzpatrick PA, Landberg G, Rissanen K, Yenesew A, Erdélyi M

J. Nat. Prod. 79 (9) 2181-2187 [2016-09-23; online 2016-08-12]
PubMed: 27518587 DOI: 10.1021/acs.jnatprod.6b00178 Crossref: 10.1021/acs.jnatprod.6b00178

The phytochemical investigation of the CH2Cl2/MeOH (1:1) extract of the roots of Pentas parvifolia led to the isolation of three new naphthalenes, parvinaphthols A (1), B (2), and C (3), two known anthraquinones, and five known naphthalene derivatives. Similar investigation of the roots of Pentas bussei afforded a new polycyclic naphthalene, busseihydroquinone E (4), a new 2,2'-binaphthralenyl-1,1'-dione, busseihydroquinone F (5), and five known naphthalenes. All purified metabolites were characterized by NMR and MS data analyses, whereas the absolute configurations of 3 and 4 were determined by single-crystal X-ray diffraction studies. The E-geometry of compound 5 was supported by DFT-based chemical shift calculations. Compounds 2-4 showed marginal cytotoxicity against the MDA-MB-231 human triple-negative breast cancer cell line with IC50 values ranging from 62.3 to 129.6 μM.

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