Cytotoxic and Antibacterial Sesquiterpenes from Thespesia populnea

Abstract

Eight new sesquiterpenoids, named populene A-H (1-8), were isolated from dichloromethane extracts of the wood and dark heartwood of Thespesia populnea, together with 11 known compounds (9-19). Their structures were determined on the basis of spectroscopic analyses. The cytotoxic activity of isolated compounds was evaluated against four cancer cell lines: MCF-7, HeLa, HT-29, and KB. Mansonone E (11) and (+)-gossypol (18) showed significant activities. Their antibacterial properties against Bacillus subtilis, Staphylococcus aureus, and Enterococcus faecalis are also presented.

Mansonone E from <i>Mansonia gagei</i> Inhibited α-MSH-Induced Melanogenesis in B16 Cells by Inhibiting CREB Expression and Phosphorylation in the PI3K/Akt Pathway

“…The molecular conformation of mansorin I and populene F was specified in the previous studies. 17,26) Since the data of MS and NMR measured in the present study were almost identical to them, the molecular conformations of mansorin I and populene F could be determined as shown in Fig. 1.…”

Quantitative ethnobotany of traditional Siddha medical practitioners from Radhapuram taluk of Tirunelveli District, Tamil Nadu, India

“…Among them, the plants such as I. asphalathoides, Thespesia populnea, A. indicum, Santalum album, Hemidesmus indicus and Lawsonia inermis were also cited for the same use in our previous studies in Virudhunagar district . Mansonoene E and (þ )-gossypol isolated from the woods of T. populnea had shown a significant cytotoxic and antibacterial effect (Boonsri et al, 2008). The plants such as S. album, H. indicus and L. inermis are being highly utilized in Indian cosmetic industry (Gupta et al, 2010).…”

Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

“…Up to now many gossypol derivatives including its Schiff bases, periacetylated gossylic nitriles, periacetylated gossylic imino-lactones, azo-derivatives, hydrazones, thioderivatives of gossypol have been obtained [13][14][15][16][17][18][19] and tested for their antipsoriatic [20], antimalarial [21], anticancer [22,23], interferon-inducing [24] as well as anti-HIV [25] activity. Earlier studies have shown that the activity of gossypol is rather bacteriostatic than antibacterial [26][27][28] although gossypol structural analogues like hemigossypol, 2,7-dihydroxycadalene, lacinilene and their respective 7-methyl esters have shown very promising antibacterial activity [29,30]. The limited antibacterial activity of gossypol can be probably concerned with the relatively poor ability to form complexes with the monovalent cations such as Na þ or K þ [31].…”