Isopimpinellin

About: Isopimpinellin is a research topic. Over the lifetime, 227 publications have been published within this topic receiving 4740 citations. The topic is also known as: 5,8-Dimethoxypsoralen & 5,8-Dimethoxypsoralene.

Naturally occurring coumarins inhibit human cytochromes P450 and block benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene DNA adduct formation in MCF-7 cells.

Abstract: Naturally occurring coumarins (NOCs) inhibit polycyclic aromatic hydrocarbon-induced skin tumor initiation in mice by blocking cytochrome P450 (P450)-mediated bioactivation of benzo[a]pyrene (B[a]P) and 7,12-dimethylbenz[a]anthracene (DMBA). Bergamottin selectively inhibits tumor initiation by B[a]P, whereas imperatorin and isopimpinellin inhibit tumor initiation with both carcinogens. The goals of the current study were to examine the ability of NOCs to inhibit human P450s in vitro and to establish whether NOCs, which are anticarcinogenic in mice, can block carcinogen bioactivation in cultured human cells. For the initial experiments, incubations containing 5 microM P450, P450 substrate, an NADPH generating system, and NOCs were used to determine the concentrations of each inhibitor that blocked 50% of P450 activity (IC(50)). These results confirmed that NOCs are capable of inhibiting multiple human P450s and that they exhibit selectivity for certain isoforms of human P450s. In subsequent experiments, we examined the effects of bergamottin, imperatorin, and isopimpinellin on DMBA and B[a]P DNA adduct formation in the human breast MCF-7 adenocarcinoma cell line. Coincubation of cells with the three different NOCs significantly inhibited DMBA DNA adduct formation by 29-82% at doses ranging from 2 to 10 microM and significantly inhibited B[a]P DNA adduct formation by 37-80% at doses ranging from 20 to 80 microM. HPLC analysis of the DNA hydrolysates demonstrated that inhibition of DNA adducts corresponded to inhibition of the major B[a]P and DMBA diol-epoxide-derived adducts. Although bergamottin was not effective at blocking DMBA bioactivation in the mouse skin model, it was similar in effectiveness to imperatorin and isopimpinellin in MCF-7 cells. These results demonstrate that NOCs, which are present in citrus fruits and other components of the human diet, are capable of inhibiting carcinogen metabolizing enzymes and blocking bioactivation of both B[a]P and DMBA in MCF-7 cells.

Essential oil composition and larvicidal activity of Toddalia asiatica roots against the mosquito Aedes albopictus (Diptera: Culicidae)

Abstract: The aim of this research was to determine larvicidal activity of the essential oil derived from roots of Toddalia asiatica (L.) Lam. and the isolated constituents against the larvae of the Culicidae mosquito Aedes albopictus. Essential oil of T. asiatica roots was obtained by hydrodistillation and analyzed by GC and GC-MS. A total of 58 components of the essential oil of T. asiatica roots were identified. The essential oil has almost same content of (35.41 %) of sesquiterpenoids and monoterpenoids (31.87 %). The principal compounds in T. asiatica essential oil were geraniol (9.84 %), d-limonene (7.52 %), isopimpinellin (6.62 %), α-gurjunene (6.25 %), and 4-vinylguaiacol (5.94 %). Based on bioactivity-directed fractionation, geraniol, d-limonene, and isopimpinellin were isolated from T. asiatica root essential oil. Geraniol, d-limonene, and isopimpinellin exhibited strong larvicidal activity against A. albopictus with LC50 values of 30.13, 19.84, and 32.05 μg/ml, respectively, while the essential oil of T. asiatica had an LC50 value of 69.09 μg/ml. The result indicated that the essential oil of T. asiatica roots and the three isolated constituents have potential for use in control of A. albopictus larvae and could be useful in search of newer, safer, and more effective natural compounds as larvicides.