Suppression of the Furylfuramide-Induced SOS Response by Monoterpenoids with a p-Menthane Skeleton Using the Salmonella typhimurium TA1535/pSK1002 Umu Test

Abstract

Suppression of the furylfuramide-induced SOS response by 25 kinds monoterpenoids (hydrocarbons, alcohols, ketones, and aldehydes) with a p-menthane skeleton was studied. Suppression of the SOS-inducing activity by monoterpenoids was determined in the umu test using Salmonella typhimurium TA1535/pSK1002. The terpene alcohols, ketones, and aldehydes had potent suppressive effects, but the hydrocarbons did not. Especially, (+)-menthol, (+)-pulegone, piperitenone, and cuminaldehyde were shown to have the most potent suppressive effects, and the ID(50) (dose for 50% inhibition) was 0.52 micromol/mL.

Evaluation of mutagenic activity in an extract of pepper tree stem bark (Schinus terebinthifolius Raddi)

“…The other compounds present in these extracts, such as tannins, saponins, and terpenes, have been described as nonmutagenic or antimutagenic [Deguchi et al, 2000;Berhow et al, 2000;Miyazawa et al, 2000]. It appears that the opposite properties of flavonoids are due to a structureactivity relationship.…”

Anti-inflammatory effect of patchouli alcohol isolated from Pogostemonis Herba in LPS-stimulated RAW264.7 macrophages

“…Recent research has demonstrated that patchouli oil has a variety of pharmacological activities, including antiemetic (4), anti-inflammatory (3,5), anti-allergic (6), immunomodulatory (7) and antimicrobial actions (8). chemically, it has been reported that Pogostemon cablin contains sesquiterpenes (9), cytotoxic chalcones (10) and antimutagenic flavones (11). Patchouli alcohol (PA; chemical structure in Fig.…”

Facile Synthesis of 4-O-β-N-Acetylchitooligosyl 2-acetamido-2,3-dideoxydidehydro-gluconolactone Based on the Transformation of Chitooligosaccharide and Its Suppressive Effects against the Furylfuramide-Induced SOS Response

“…Miyazawa et al have previously reported a suppressive effect against the chemical mutagen-induced SOS response of monoterpenes with a six-membered ring containing an ,-unsaturated ketone group (e.g., piperitenone and (þ/À)-carvone) and isofraxinellone with a lactone moiety. 15,16) These findings indicate that an ,-unsaturated ketone or a lactone group was also essential for the observed biological activity. The structureactivity relationship seems to be in good agreement with our results.…”

“…GNL, GN 2 L and GN 3 L were found to possess strong suppressive effects in the range of 43-54% at a concentration of 400 mM. The inhibition by GN n L was 2 to 2.5-fold greater than that by (À)-carvone 15) which is a well-known inhibitor of the AF-2-induced SOS response ( Table 1). The suppressive effect of GN 3 L increased in a dose-dependent manner (Fig.…”