New acetylenes isolated from the bark of Heisteria acuminata

Christina M. Kraus, András Neszmélyi, S. Holly, Beate Wiedemann, Anneli Nenninger, Kurt B G Torssell, Lars Bohlin, Hildebert Wagner

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Five new linear acetylenic compounds, namely, pentadeca-6,8,10-triynoic acid (1), octadeca-8,10,12-triynoic acid (2), trans-pentadec-10-en-6,8- diynoic acid (3), cis-hexadec-11-en-7,9-diynoic acid (4), and cis-octadec- 12-en-7,9-diynoic acid (5), were isolated from the bark of Heisteria acuminata by bioassay-guided fractionation, using cyclooxygenase (COX) and 5- lipoxygenase (5-LO) assays as models for antiinflammatory activity. The structures of compounds 1-5 were established by NMR, MS, IR, and Raman spectroscopy. These isolated compounds were found to be potent inhibitors of COX. Compounds 4 and 5 were the most potent inhibitors of 5-LO, whereas the other compounds only showed a weak inhibition at the same concentration.

Original languageEnglish
Pages (from-to)422-427
Number of pages6
JournalJournal of Natural Products
Volume61
Issue number4
DOIs
Publication statusPublished - Apr 1998

Fingerprint

NSC 153174
alkynes
Alkynes
bark
Acids
acids
Arachidonate 5-Lipoxygenase
prostaglandin synthase
Lipoxygenase Inhibitors
lipoxygenase
Cyclooxygenase Inhibitors
Raman Spectrum Analysis
Prostaglandin-Endoperoxide Synthases
Biological Assay
Anti-Inflammatory Agents
Raman spectroscopy
Bioassay
infrared spectroscopy
Fractionation
anti-inflammatory activity

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Kraus, C. M., Neszmélyi, A., Holly, S., Wiedemann, B., Nenninger, A., Torssell, K. B. G., ... Wagner, H. (1998). New acetylenes isolated from the bark of Heisteria acuminata. Journal of Natural Products, 61(4), 422-427. https://doi.org/10.1021/np970357p

New acetylenes isolated from the bark of Heisteria acuminata. / Kraus, Christina M.; Neszmélyi, András; Holly, S.; Wiedemann, Beate; Nenninger, Anneli; Torssell, Kurt B G; Bohlin, Lars; Wagner, Hildebert.

In: Journal of Natural Products, Vol. 61, No. 4, 04.1998, p. 422-427.

Research output: Contribution to journalArticle

Kraus, CM, Neszmélyi, A, Holly, S, Wiedemann, B, Nenninger, A, Torssell, KBG, Bohlin, L & Wagner, H 1998, 'New acetylenes isolated from the bark of Heisteria acuminata', Journal of Natural Products, vol. 61, no. 4, pp. 422-427. https://doi.org/10.1021/np970357p
Kraus CM, Neszmélyi A, Holly S, Wiedemann B, Nenninger A, Torssell KBG et al. New acetylenes isolated from the bark of Heisteria acuminata. Journal of Natural Products. 1998 Apr;61(4):422-427. https://doi.org/10.1021/np970357p
Kraus, Christina M. ; Neszmélyi, András ; Holly, S. ; Wiedemann, Beate ; Nenninger, Anneli ; Torssell, Kurt B G ; Bohlin, Lars ; Wagner, Hildebert. / New acetylenes isolated from the bark of Heisteria acuminata. In: Journal of Natural Products. 1998 ; Vol. 61, No. 4. pp. 422-427.
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