Limonoids from Aphanamixis polystachya Leaves and Their Interaction with Hsp90

Author:

Camero César Muñoz1,Vassallo Antonio2,De Leo Marinella13,Temraz Abeer45,De Tommasi Nunziatina6,Braca Alessandra13

Affiliation:

1. Dipartimento di Farmacia, Università di Pisa, Pisa, Italy

2. Dipartimento di Scienze, Università degli Studi della Basilicata, Potenza, Italy

3. Centro Interdipartimentale di Ricerca “Nutraceutica e Alimentazione per la Salute”, Università di Pisa, Pisa, Italy

4. Department of Pharmacognosy, Faculty of Pharmacy, Umm Al-Qura University, Saudi Arabia

5. Faculty of Pharmacy, Al Azhar University, Cairo, Egypt

6. Dipartimento di Farmacia, Università di Salerno, Fisciano (SA), Italy

Abstract

AbstractA phytochemical study of n-hexane, CHCl3, and CHCl3-MeOH extracts of Aphanamixis polystachya leaves led to the isolation of 10 compounds. Five of them turned out to be new natural compounds, including two mexicanolide-type (1, 2) and three polyoxyphragmalin-type (3–5) limonoids, together with two known andirobin-type limonoids (6, 7) and three phenolic derivatives. The structures of the new compounds were established on the basis of spectroscopic methods to be 8-hydro-14,15-en-cabralin (1), 3-deacetyl-8-hydro-cabralin-14,15-en-3-one (2), 20,22-dihydroxy-21,23-dimethoxytetrahydrofuran khayanolide A (3), 1-deacetyl-3-dehydroxy-3-oxokhaysenelide E (4), and meliaphanamixin A (5). All compounds were isolated for the first time from this species. The ability of the isolated limonoids to interact with the molecular chaperone Hsp90 was tested. Compounds 6 and 7 were the most active.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Complementary and alternative medicine,Drug Discovery,Pharmaceutical Science,Pharmacology,Molecular Medicine,Analytical Chemistry

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