2. Academic Validation
  3. Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition

Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition

  • Bioorg Med Chem Lett. 2008 Aug 15;18(16):4544-6. doi: 10.1016/j.bmcl.2008.07.045.
Seung Woong Lee 1,  Young Kook Kim,  Koanhoi Kim,  Hyun Sun Lee,  Jung Ho Choi,  Woo Song Lee,  Chang-Duk Jun,  Jee Hun Park,  Jeong Min Lee,  Mun-Chual Rho
Affiliations

Affiliation

  • 1 Natural Medicine Research Center, Korea Research Institute of Bioscience and Biotechnology, Daejeon 305-806, Republic of Korea.
PMID: 18672369 DOI: 10.1016/j.bmcl.2008.07.045
Abstract

Eight alkamides 1-8 were isolated by bioassay-guided isolation of EtOH extracts of the fruits of Piper longum and Piper nigum (Piperaceae). Their structures were elucidated by spectroscopic analysis ((1)H, (13)C NMR, and ESI-MS) as follows: guineensine (1), retrofracamide C (2), (2E,4Z,8E)-N-[9-(3,4-methylenedioxyphenyl)-2,4,8-nonatrienoyl]piperidine (3), pipernonaline (4), piperrolein B (5), piperchabamide D (6), pellitorin (7), and dehydropipernonaline (8). Their compounds 3-5, 7, and 8 inhibited potently the direct binding between sICAM-1 and LFA-1 of THP-1 cells in a dose-dependent manner, with IC(50) values of 10.7, 8.8, 13.4, 13.5, and 6.0 microg/mL, respectively.

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