TY - JOUR
T1 - Cyclooxygenase-inhibitory and antioxidant constituents of the aerial parts of Antirhea acutata
AU - Lee, Dongho
AU - Jung Park, Eun
AU - Cuendet, Muriel
AU - Axelrod, Franklin
AU - Chavez, Pedro I.
AU - Fong, Harry H.S.
AU - Pezzuto, John M.
AU - Kinghorn, A. Douglas
N1 - Funding Information:
This work was supported by Program Project P01-CA-48112 funded by the National Cancer Institute, NIH, Bethesda, MD. We thank Dr. D. Chávez, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago (UIC), for technical advice and Dr. K. Fagerquist, Mass Spectrometry Facility, Department of Chemistry, University of Minnesota, Minneapolis, MN, for the mass spectral data. We are grateful to the Research Resources Center, UIC, for the provision of certain spectroscopic equipment used in this investigation.
PY - 2001/6/18
Y1 - 2001/6/18
N2 - Two new compounds, (6S)-hydroxy-29-nor-3,4-seco-cycloart-4(30),24-dien-3-oic acid (1) and 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]epicatechin (3), were isolated by bioassay-guided fractionation from the aerial parts of Antirhea acutata (DC.) Urb. (Rubiaceae). Compound 1 showed moderate inhibitory activities in cyclooxygenase-1 and -2 assays (IC50 43.7 and 4.7 μM, respectively), while compound 3 was active in 1,1-diphenyl-2-picrylhydrazyl free-radical and cytochrome c reduction antioxidant assays (IC50 29.1 and 16.3 μM, respectively). Additionally, one further new compound was isolated, (3S,24S)-25-trihydroxy-9,19-cycloartane-29-oic acid (2), but this was inactive in the bioassay systems used. Compound 1 is based on the unprecedented 29-nor-3,4-seco-cycloartane skeleton.
AB - Two new compounds, (6S)-hydroxy-29-nor-3,4-seco-cycloart-4(30),24-dien-3-oic acid (1) and 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]epicatechin (3), were isolated by bioassay-guided fractionation from the aerial parts of Antirhea acutata (DC.) Urb. (Rubiaceae). Compound 1 showed moderate inhibitory activities in cyclooxygenase-1 and -2 assays (IC50 43.7 and 4.7 μM, respectively), while compound 3 was active in 1,1-diphenyl-2-picrylhydrazyl free-radical and cytochrome c reduction antioxidant assays (IC50 29.1 and 16.3 μM, respectively). Additionally, one further new compound was isolated, (3S,24S)-25-trihydroxy-9,19-cycloartane-29-oic acid (2), but this was inactive in the bioassay systems used. Compound 1 is based on the unprecedented 29-nor-3,4-seco-cycloartane skeleton.
UR - http://www.scopus.com/inward/record.url?scp=0035907467&partnerID=8YFLogxK
U2 - 10.1016/S0960-894X(01)00129-9
DO - 10.1016/S0960-894X(01)00129-9
M3 - Article
C2 - 11412982
AN - SCOPUS:0035907467
SN - 0960-894X
VL - 11
SP - 1565
EP - 1568
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 12
ER -