TY - JOUR
T1 - Anti-inflammatory activity of new guaiane acid derivatives from Achillea coarctata
AU - Hegazy, Mohamed Elamir F.
AU - Abdel-Lateff, Ahmed
AU - Gamal-Eldeen, Amira M.
AU - Turky, Fatma
AU - Hirata, Toshifumi
AU - Paré, Paul W.
AU - Karchesy, Joe
AU - Kamel, Mohamed S.
AU - Ahmed, Ahmed A.
PY - 2008
Y1 - 2008
N2 - Chromatographic investigation of the methylene chloride/methanol extract of aerial parts of Achillea coarctata afforded two new guaiane acid derivatives, 1α,6α,8α-trihydroxy-5α,7βH-guaia-3,10(14),11(13) -trien-12-oic acid (1) and 1α,6α,8α-trihydroxy-5α, 7βH-guaia-3,9,11(13)-trien-12-oic acid (2), in addition to three known compounds, ligustolide-A (3), arteludovicinolide-A (4) and austricin (5). Structures were elucidated by spectroscopic analyses including: 1H and 13C NMR, COSY, HMQC, HMBC and NOESY NMR spectroscopy, as well as MS analysis. Proliferation of beneficial macrophages was significantly enhanced by treatment with 1 and 2. Additionally, treatment with compounds 2 and 4 led to a potentially significant inhibition in nitric oxide generation from raw murine macrophage 264.7, which was stimulated by bacterial lipopolysaccharide. Compounds 2 and 4 exhibited anti-inflammatory properties, based on a nitric oxide assay.
AB - Chromatographic investigation of the methylene chloride/methanol extract of aerial parts of Achillea coarctata afforded two new guaiane acid derivatives, 1α,6α,8α-trihydroxy-5α,7βH-guaia-3,10(14),11(13) -trien-12-oic acid (1) and 1α,6α,8α-trihydroxy-5α, 7βH-guaia-3,9,11(13)-trien-12-oic acid (2), in addition to three known compounds, ligustolide-A (3), arteludovicinolide-A (4) and austricin (5). Structures were elucidated by spectroscopic analyses including: 1H and 13C NMR, COSY, HMQC, HMBC and NOESY NMR spectroscopy, as well as MS analysis. Proliferation of beneficial macrophages was significantly enhanced by treatment with 1 and 2. Additionally, treatment with compounds 2 and 4 led to a potentially significant inhibition in nitric oxide generation from raw murine macrophage 264.7, which was stimulated by bacterial lipopolysaccharide. Compounds 2 and 4 exhibited anti-inflammatory properties, based on a nitric oxide assay.
KW - Achillea coarctata
KW - Anti-inflammatory activity
KW - Asteraceae
KW - Macrophage proliferation
KW - Sesquiterpenes
UR - http://www.scopus.com/inward/record.url?scp=77954249341&partnerID=8YFLogxK
U2 - 10.1177/1934578x0800300604
DO - 10.1177/1934578x0800300604
M3 - Article
AN - SCOPUS:77954249341
VL - 3
SP - 851
EP - 856
JO - Natural Product Communications
JF - Natural Product Communications
SN - 1934-578X
IS - 6
ER -