Antiplatelet activities of newly synthesized derivatives of piperlongumine

Byeoung Soo Park, Dong Ju Son, Won Sik Choi, Gary R. Takeoka, Sung Ok Han, Tae Wan Kim, Sung Eun Lee

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Piperlongumine, a pyridone alkaloid isolated from Piper longum L., exhibited a potential inhibitory effect on washed rabbit platelet aggregation induced by collagen, arachidonic acid (AA) and platelet activating factor (PAF), without any inhibitory effect on that induced by thrombin. Piperlongumine was used as a lead compound for the synthesis of new antiplatelet agents. Seven synthetic compounds were newly synthesized from 3,4,5-trimethoxycinnamic acid (TMCA). They were 1-piperidin-1-yl-3-(3,4,5-trimethoxy-phenyl)prop-2-en-1-one (1′), l-morpholin-4-yl-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (2′), 1-(3,5-dhnethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en- 1-one(3′), 1-(2-methylpiperidin-1-yl)-3-(3,4,5-tri-methoxyphenyl)prop-2- en-1-one (4′), 1-(3-hydroxypiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)- prop-2-en-1-one (5′), 1-[3-(3,4,5-tri-methoxyphenyl) acryloyl]-piperidin- 2-one (6′) and ethyl 1-[3-(3,4,5-trimethoxyphenyl)-acryloyl]piperidine-4- carboxylate (7′). Among those seven synthetic derivatives, 1-(3,5-dimethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (3′) had the most inhibitory effect on platelet aggregation induced by collagen, A A and PAF.

Original languageEnglish
Pages (from-to)1195-1199
Number of pages5
JournalPhytotherapy Research
Volume22
Issue number9
DOIs
Publication statusPublished - 2008 Sep 1

Fingerprint

Platelet Activating Factor
Platelet Aggregation
Collagen
Piper
Pyridones
Platelet Aggregation Inhibitors
Alkaloids
Arachidonic Acid
Thrombin
Rabbits
piperlonguminine
piperidine
2-piperidone
Lead
3,4,5-trimethoxycinnamic acid

Keywords

  • Collagen
  • Piperlongumine
  • Platelet aggregation
  • Synthesis

ASJC Scopus subject areas

  • Pharmacology

Cite this

Park, B. S., Son, D. J., Choi, W. S., Takeoka, G. R., Han, S. O., Kim, T. W., & Lee, S. E. (2008). Antiplatelet activities of newly synthesized derivatives of piperlongumine. Phytotherapy Research, 22(9), 1195-1199. https://doi.org/10.1002/ptr.2432

Antiplatelet activities of newly synthesized derivatives of piperlongumine. / Park, Byeoung Soo; Son, Dong Ju; Choi, Won Sik; Takeoka, Gary R.; Han, Sung Ok; Kim, Tae Wan; Lee, Sung Eun.

In: Phytotherapy Research, Vol. 22, No. 9, 01.09.2008, p. 1195-1199.

Research output: Contribution to journalArticle

Park, BS, Son, DJ, Choi, WS, Takeoka, GR, Han, SO, Kim, TW & Lee, SE 2008, 'Antiplatelet activities of newly synthesized derivatives of piperlongumine', Phytotherapy Research, vol. 22, no. 9, pp. 1195-1199. https://doi.org/10.1002/ptr.2432
Park, Byeoung Soo ; Son, Dong Ju ; Choi, Won Sik ; Takeoka, Gary R. ; Han, Sung Ok ; Kim, Tae Wan ; Lee, Sung Eun. / Antiplatelet activities of newly synthesized derivatives of piperlongumine. In: Phytotherapy Research. 2008 ; Vol. 22, No. 9. pp. 1195-1199.
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