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Inhibition of diacylglycerol acyltransferase by alkamides isolated from the fruits of Piper longum and Piper nigrum.
J Agric Food Chem. 2006 Dec 27; 54(26):9759-63.JA

Abstract

Pharmacological inhibition of acyl CoA:diacylglycerol acyltransferase (DGAT, EC 2.3.1.20) has emerged as a potential therapy for the treatment of obesity and type 2 diabetes. Bioassay-guided isolation of CHCl3 extracts of the fruits of Piper longum and Piper nigum (Piperaceae), using an in vitro DGAT inhibitory assay, lead to isolation of a new alkamide named (2E,4Z,8E)-N-[9-(3,4-methylenedioxyphenyl)-2,4,8-nonatrienoyl]piperidine (2), together with four known alkamides: retrofractamide C (1), pipernonaline (3), piperrolein B (4), and dehydropipernonaline (5). Compounds 2-5 inhibited DGAT with IC50 values of 29.8 (2), 37.2 (3), 20.1 (4), and 21.2 (5) microM, respectively, but the IC50 value for 1 was more than 900 microM. This finding indicates that compounds possessing piperidine groups (2-5) can be potential DGAT inhibitors.

Authors+Show Affiliations

Lee SW
Natural Medicine Research Center, Korea Research Institute of Bioscience and Biotechnology, Daejeon 305-333, Korea, and School of Medicine, Pusan National University, Pusan, Korea.
Rho MC
No affiliation info available
Park HR
No affiliation info available
Choi JH
No affiliation info available
Kang JY
No affiliation info available
Lee JW
No affiliation info available
Kim K
No affiliation info available
Lee HS
No affiliation info available
Kim YK
No affiliation info available

MeSH

AlkaloidsAmidesAnimalsDiabetes Mellitus, Type 2Diacylglycerol O-AcyltransferaseEnzyme InhibitorsFruitMaleMicrosomes, LiverObesityPiperPiper nigrumRatsRats, Sprague-Dawley

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17177498

Citation

Lee, Seung Woong, et al. "Inhibition of Diacylglycerol Acyltransferase By Alkamides Isolated From the Fruits of Piper Longum and Piper Nigrum." Journal of Agricultural and Food Chemistry, vol. 54, no. 26, 2006, pp. 9759-63.
Lee SW, Rho MC, Park HR, et al. Inhibition of diacylglycerol acyltransferase by alkamides isolated from the fruits of Piper longum and Piper nigrum. J Agric Food Chem. 2006;54(26):9759-63.
Lee, S. W., Rho, M. C., Park, H. R., Choi, J. H., Kang, J. Y., Lee, J. W., Kim, K., Lee, H. S., & Kim, Y. K. (2006). Inhibition of diacylglycerol acyltransferase by alkamides isolated from the fruits of Piper longum and Piper nigrum. Journal of Agricultural and Food Chemistry, 54(26), 9759-63.
Lee SW, et al. Inhibition of Diacylglycerol Acyltransferase By Alkamides Isolated From the Fruits of Piper Longum and Piper Nigrum. J Agric Food Chem. 2006 Dec 27;54(26):9759-63. PubMed PMID: 17177498.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Inhibition of diacylglycerol acyltransferase by alkamides isolated from the fruits of Piper longum and Piper nigrum. AU - Lee,Seung Woong, AU - Rho,Mun-Chual, AU - Park,Hye Ran, AU - Choi,Jung-Ho, AU - Kang,Ji Yun, AU - Lee,Jung Won, AU - Kim,Koanhoi, AU - Lee,Hyun Sun, AU - Kim,Young Kook, PY - 2006/12/21/pubmed PY - 2007/3/17/medline PY - 2006/12/21/entrez SP - 9759 EP - 63 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 54 IS - 26 N2 - Pharmacological inhibition of acyl CoA:diacylglycerol acyltransferase (DGAT, EC 2.3.1.20) has emerged as a potential therapy for the treatment of obesity and type 2 diabetes. Bioassay-guided isolation of CHCl3 extracts of the fruits of Piper longum and Piper nigum (Piperaceae), using an in vitro DGAT inhibitory assay, lead to isolation of a new alkamide named (2E,4Z,8E)-N-[9-(3,4-methylenedioxyphenyl)-2,4,8-nonatrienoyl]piperidine (2), together with four known alkamides: retrofractamide C (1), pipernonaline (3), piperrolein B (4), and dehydropipernonaline (5). Compounds 2-5 inhibited DGAT with IC50 values of 29.8 (2), 37.2 (3), 20.1 (4), and 21.2 (5) microM, respectively, but the IC50 value for 1 was more than 900 microM. This finding indicates that compounds possessing piperidine groups (2-5) can be potential DGAT inhibitors. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/17177498/Inhibition_of_diacylglycerol_acyltransferase_by_alkamides_isolated_from_the_fruits_of_Piper_longum_and_Piper_nigrum_ L2 - https://doi.org/10.1021/jf061402e DB - PRIME DP - Unbound Medicine ER -