A new polyoxygenated cyclohexane and other constituents from Kaempferia rotunda and their cytotoxic activity

Abstract

The isolation of secondary metabolites from a methanolic extract of Kaempferia rotunda yielded 12 compounds (1-12), including a new polyoxygenated cyclohexane compound, (-)-3-acetyl-4-benzoyl-1-benzoyloxymethyl-1,6-diepoxycyclohexan-2,3,4,5-tetrol (1). The structures of the isolated compounds were determined based on their spectroscopic data and comparison with references. All of the isolated compounds were tested for their cytotoxic activity against pancreatic (PSN-1) and breast (MDA-MB231) cancer cell lines. Compound 12 showed moderate cytotoxic activity against PSN-1 and MDA-MB231 without showing any cytotoxicity against the normal cell line, TIG-3.

Antimicrobial Activity of Novel Functionally Substituted Monocyclic and Spirocyclic Cyclohexane Derivatives

“…Functionally substituted cyclohexane derivatives possess diverse biological properties. These include anticancer activity (Sharma et al, 2011;Lallo et al, 2014;Flefel et al, 2014;Song et al, 2015), antioxidant activity (Flefel et al, 2014), analgesic activity (Amin et al, 2010) and anti-inflammatory activity (Usegilo et al, 2006). Antimicrobial activities of numerous cyclohexane derivatives have also been reported.…”

Oxygenated Cyclohexene Derivatives from the Stem and Root Barks of Uvaria pandensis

“…Dimeric polyoxygenated cyclohexene derivatives, such as 1 and 2 , are rare natural products with restricted occurrence in only a few plant species. They have been reported previously from Uvaria cherrevensis and Kaempferia rotunda (Zingiberaceae) …”

“…They have been reported previously from Uvaria cherrevensis ( 8 ) and Kaempferia rotunda (Zingiberaceae). 16 …”

“…Members of the genus Uvaria host a vast number of secondary metabolites with varied chemical structures and biological activities . The phytochemical constituents of the genus Uvaria include flavonoids and oxygenated cyclohexene derivatives, with the latter being restricted to the genus and its closely related genera within the Uvariae tribe, − albeit with very few plant families other than Annonaceae. − Thus, oxygenated cyclohexene derivatives have so far been reported from about 20 species of Uvaria ,− ,,− and other genera of the Uvariae tribe such as Monanthotaxis , ,, Ellipeiopsis , , Dasymaschalon , Cleistochlamys , , and Artabotrys . , These compounds exhibit diverse bioactivities including antiproliferative, ,,, antimalarial, ,, antibacterial, and cytotoxic ,, activities.…”

Phytochemical Screening and in Vitro Antimicrobial and Anticancer Activities of Different Extracts of Rosmarinus officinalis (Rosemary): A Comparative Study

“…This may be associated with the existence of a high number of methyl-cyclohexane, methylbenzene, and other cyclohexane derivatives. Cyclohexane and its practically alternative derivatives are vital compounds showing distinct biological actions involving antioxidant, anticancer, cytotoxic, analgesic, anti-inflammatory, and antithrombin activities [40][41][42][43][44][45][46].…”