Two antidiabetic constituents from Roylea cinerea (D.Don) Baill.

Abstract

Two antidiabetic compounds named 4-methoxybenzo[b]azet-2(1H)-one (1) and 3β-hydroxy-35-(cyclohexyl-5'-propan-7'-one)-33-ethyl-34-methyl-bacteriohop-16-ene (2) together with stigmasterol and β-sitosterol were isolated from the aerial part of Roylea cinerea (D.Don) Baill. The structures of these compounds were elucidated by advanced spectroscopic methods, including two-dimensional NMR and MS techniques. These compounds were evaluated for their antidiabetic efficacy using in vitro and in vivo methods. Both compounds (1 and 2) showed a significant decline in blood glucose level of alloxan-induced diabetic rats at 10 mg/kg, p.o. when compared with glibenclamide at a similar dose. The in vitro studies revealed that compound 1 reduced α-amylase and α-glucosidase by 83.0 and 78.5%, respectively, whereas compound 2 reduced the same by 58.2 and 58.4%, respectively, at 100 μM. The present study supports the role of R. cinerea in Ayurvedic medicine for diabetes.

A Review of the Phytochemistry, Traditional Uses, and Biological Activities of the Genus Ballota and Otostegia

“…Roylea cinerea (D. Don) Baill.) [182]. In the same work, the β-lactam cinerealactam E (214) [88] was also detected.…”

“…Nitrogen-containing compounds 213 choline B. nigra subsp. foetida [191] 214 cinerealactam E B. cinerea [88,182] activity against the spider mite Tetranychus urticae. A high mortality (53 %) was achieved by treating adults with the extract, while the eggs remained unaffected [274].…”

“…Take note that the dose of extract implemented in this study is significantly lower than the average doses normally utilized in similar contexts. 4-Methoxybenzo[b]azet-2(1H)-one (214) and 3β-hydroxy-35-(cyclohexyl-5′-propan-7′-one)-33-ethyl-34-methyl-bacteriohop-16-ene (178), isolated from the aerial part of B. cinerea (India) [182], significantly reduced the blood glucose level in alloxan-induced diabetic rats at the dose of 10 mg/kg b. w. administered orally.…”

“…Tyrosinase was also effectively inhibited by 2 compounds isolated from the AP extract of B. cinerea from India [182]: 4methoxybenzo[b]azet-2(1H)-one (214) and 3β-hydroxy-35-(cyclohexyl-5′-propan-7′-one)-33-ethyl-34-methyl-bacteriohop-16ene (178) with inhibition rate of 83.0 and 58.2 %, respectively, at 100 µM. These compounds were also effective inhibitors of α-glucosidase (78.5 % and 58.4 %).…”

Formulation and evaluation of SGLT2 inhibitory effect of a polyherbal mixture inspired from Ayurvedic system of medicine

“…Its phytochemical profile showed the presence of 4-methoxybenzo[b]azet-2(1H)-one, 3β-hydroxy-35-(cyclohexyl-5′-propan-7′-one)-33-ethyl-34-methyl-bacteriohop-16-ene, stigmasterol, β-sitosterol, β-amyrin and cetyl alcohol. 29 , 30 Tinospora sinensis (Lour.) Merr.…”