In continuation towards the discovery of potential antiobesity lead(s) from natural products, we have screened n-hexane, dichloromethane (DCM), ethyl acetate (EtOAc) and methanol (MeOH) extracts of 33 Indian medicinal plants (200 extracts) for in vitro pancreatic lipase inhibitory activity. Of the screened extracts, the EtOAc extract of Cassia siamea roots showed 74.3±1.4% enzyme inhibition at 250 μg/mL concentration. Bioassay guided fractionation of the active extract afforded 6 known compounds viz. chrysophanol (1), physcion (2), emodin (3), cassiamin A (4), friedelin (5) and cycloart-25-en-3β,24-diol (6). These compounds were further evaluated for pancreatic lipase inhibitory activity. Cassiamin A (4), a bianthraquinone, was found to be most active with an IC50 value of 41.8±1.2 μM and compounds 2 and 5 were found to be moderate enzyme inhibitors. Results indicate the antiobesity potential of C. siamea through pancreatic lipase inhibition.
PopaI, BregaD, RaicaM, DraganM, AlexaA, BacanuR., (2006) Biochemical, morphological and ultrastructural correlations in child's obesity. Acta Endocrinologica —Bucharest, 2, 163–186.
2.
GnacinskaM, MalgorzewiczS, LysiakSW, SworczakK., (2010) The serum profile of adipokines in overweight patients with metabolic syndrome. Endokrynologia Polska, 61, 36–41.
BirariRB, BhutaniKK. (2007) Pancreatic lipase inhibitors from natural sources: unexplored potential. Drug Discovery Today, 12, 879–889.
5.
AronneLJ, PowellAG, ApovianCM. (2011) Emerging pharmacotherapy for obesity. Expert Opinion on Emerging Drugs, 16, 587–596.
6.
MukherjeeM. (2003) Human digestive and metabolic lipases-a brief review. Journal of Molecular Catalysis B: Enzymatic, 22, 369–376.
7.
WeibelEK, HadvaryP, HochuliE, KupferE, LengsfeldH., (1987) Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Producing organism, fermentation, isolation and biological activity. The Journal of Antibiotics, 40, 1086–1091.
8.
KoyamaJ, MoritaI, TagaharaK, NobukuniY, MukainakaT, KuchideM, TokudaH, NishinoH., (2002) Chemopreventive effects of emodin and cassiamin B in mouse skin carcinogenesis. Cancer Letters, 182, 135–139.
9.
DeachapunyaC, ThongsaardW, PoonyachotiS., (2005) Barakol suppresses norepinephrine-induced inhibition of spontaneous longitudinal smooth muscle contractions in isolated rat small intestine. Journal of Ethnopharmacology, 101, 227–232.
10.
MoritaH, OshimiS, HirasawaY, KoyamaK, HondaT, EkasariW, IndrayantoG, ZainiNC. (2007) Cassiarins A and B, novel antiplasmodial alkaloids from Cassia siamea. Organic Letters, 9, 3691–3693.
11.
OshimiS, DeguchiJ, HirasawaY, EkasariW, WidyawaruyantiA, WahyuniTS, ZainiNC, ShirotaO, MoritaH., (2009) Cassiarins C-E, Antiplasmodial alkaloids from the flowers of Cassia siamea. Journal of Natural Products, 72, 1899–1901.
12.
KumarS, KumarV, PrakashO., (2010) Antidiabetic and anti-lipemic effects of Cassia siamea leaves extract in streptozotocin induced diabetic rats. Asian Pacific Journal of Tropical Medicine, 3, 871–873.
13.
ThongsaardW, PongsakornS, SudsuangR, BennettGW, KendallDA, MarsdenCA. (1997) Barakol, a natural anxiolytic, inhibits striatal dopamine release but not uptake in vitro. European Journal of Pharmacology, 319, 157–164.
14.
SukmaM, ChaichantipyuthC, MurakamiY, TohdaM, MatsumotoK, WatanabeH. (2002) CNS inhibitory effects of barakol, a constituent of Cassia siamea Lamk. Journal of Ethnopharmacology, 83, 87–94.
15.
MatsumotoT, KobayashiT, IshidaK, HirasawaY, MoritaH, HondaT, KamataK., (2010) Vasodilator effect of cassiarin A, a novel antiplasmodial alkaloid from Cassia siamea, in rat isolated mesenteric artery. Biological and Pharmaceutical Bulletin, 33, 844–848.
16.
Nsonde NtandouGF, BanzouziJT, MbatchiB, Elion-ItouRDG, Etou-OssibiAW, RamosS, Benoit-VicalF, AbenaAA, OuambaJM. (2010) Analgesic and anti-inflammatory effects of Cassia siamea Lamk. stem bark extracts. Journal of Ethnopharmacology, 127, 108–111.
17.
ShuyingG, BoF, RuonanZ, JiankangM, WeiW., (2011) Preparative isolation of three anthraquinones from Rumex japonicas by high-speed counter-current chromatography. Molecules, 16, 1201–1210.
18.
ChengYB, ZhangDM, YuSS. (2004) Chemical constituents of Smilax perfoliata. Acta Botanica Sinica, 46, 618–620.
19.
LeFevreJW, McNeillKI, MooreJL. (2001) Isolating friedelin from cork and reducing it to friedelinol and epifriedelinol. A project involving NMR spectrometry and molecular modeling. Journal of Chemical Education, 78, 535–539.
20.
Abdel-MonemAR, Abdel-SattarE, HarrazFM, PetereitF., (2008) Chemical investigation of Euphorbia schimperi C. Presl. Records of Natural Products, 2, 39–45.
21.
CaiY, ChenQ., (1989) Biochemical study of Chinese rhubarb. XXVII. Inhibitory effects of anthraquinone derivatives on four pancreatic enzymes. Sheng Wu Hua Xue Yu Sheng Wu Wu Li Xue Bao, 21, 338–343.
