Chemical Constituents of Cassia abbreviata and Their Anti-HIV-1 Activity

Abstract

Three new (1–3) and 25 known compounds were isolated from the crude extract of Cassia abbreviata. The chemical structures of new compounds were established by extensive spectroscopic analyses including 1D and 2D NMR and HRESIMS. Cassiabrevone (1) is the first heterodimer of guibourtinidol and planchol A. Compound 2 was a new chalcane, while 3 was a new naphthalene. Cassiabrevone (1), guibourtinidol-(4α→8)-epiafzelechin (4), taxifolin (8), oleanolic acid (17), piceatannol (22), and palmitic acid (28), exhibited potent anti-HIV-1 activity with IC50 values of 11.89 µM, 15.39 µM, 49.04 µM, 7.95 µM, 3.58 µM, and 15.97 µM, respectively.

An insight into novel therapeutic potentials of taxifolin

“…Consequently, there is a critical need for the development of new anti-HIV drugs and effective microbicides, of which taxifolin may be one. The IC50 of taxifolin extracted from Cassia abbreviata is 49.04μM, exhibiting strong anti-HIV-1 activity ( Yang et al, 2021 ). Additionally, six substances, including taxifolin isolated from the alcohol crude extract of C. abbreviata root and bark, can block HIV-1 entry into cells ( Zheng et al, 2021 ).…”

Untitled

“…Moreover, heterodimer of guibourtinidol and planchol and palmitic acid have been isolated from crude extract of Cassia abbreviate. [80] Three compounds guibourtinidol-(4α→8)epiafzelechin and cassiabrevone inhibit HIV-1 entry (IC 50 of 42.47 µM and 30.96 µM, respectively), as well as that piceatannol interacts with cellular membranes. Cassiabrevone plays a major role of the crude extract of CA by blocking the binding activity of HIV-1 gp120 and CD4 [81] [Figure 1].…”

Isolation, structural characterization and evaluation of the in vitro antioxidant potential of four compounds isolated from the selective leaf extracts of Bauhinia monandra Kurz (Fabaceae)

“…The compoud (3) is epiafzelechin (2R,3R)-4',5,7trihydroxyflavan-3-ol) [24,[26][27][28] . Guibourtinidol and epiafzelechin are the flavanols which have been described and isolated, respectively in Cassia sieberiana [25,29] , Cassia sieberiana [30][31] and Celastrus orbiculatus [27] . These compounds are known for their pharmacological interest [32][33][34][35] .…”