Abstract
Extracts of Juniperus communis L. (Cupressaceae) have been evaluated for their inhibitory activity on human platelet-type 12(S)-lipoxygenase [12(S)-LOX]. The methylene chloride extracts of Juniperi lignum, Juniperi pseudo-fructus and the ethyl acetate extract of Juniperi pseudo-fructus showed a significant inhibition on the production of 12(S)-HETE [12(S)-hydroxy-5,8,10,14-eicosatetraenoic acid] at 100 μg/mL (54.0 ± 6.73, 66.2 ± 4.03 and 76.2 ± 3.36 %, respectively). From the methylene chloride extract of the wood, cryptojaponol and β-sitosterol were isolated as compounds with inhibitory activity (inhibition at 100 μg/mL = 55.4 ± 2.80 % [IC50 = 257.5 μM] and 25.0 ± 2.15 %, respectively). In addition, a lipid fraction containing unsaturated fatty acids contributed to the in vitro activity of the crude extract.
References
-
1
Yoshimoto T, Takahashi Y.
Arachidonate 12-lipoxygenases.
Prostaglandins & Other Lipid Mediators.
2002;
68 - 69
245-62
-
2
Nie D, Honn K V.
Cyclooxygenase, lipoxygenase and tumor angiogenesis.
Cell Mol Life Sci.
2002;
59
799-807
-
3
Virmani J, Johnson E N, Klein-Szanto A JP, Funk C D.
Role of platelet-type 12-lipoxygenase in skin carcinogenesis.
Cancer Lett.
2001;
162
161-5
-
4
Müller K.
5-Lipoxygenase and 12-lipoxygenase: attractive targets for the development of novel antipsoriatic drugs.
Arch Pharm (Weinheim).
1994;
327
3-19
-
5
Resch M, Heilmann J, Steigel A, Bauer R.
Further phenols and polyacetylenes from the rhizomes of Atractylodes lancea and their anti-inflammatory activity.
Planta Med.
2001;
67
437-42
-
6
Wen-Chiung S, Jim-Min F, Yu-Shia C.
Abietanes and kauranes from leaves of Cryptomeria japonica
.
Phytochemistry.
1994;
35
1279-84
-
7
Matsumoto T, Ohsuga Y, Harada S, Fukui K.
Synthesis of taxodione, royleanone, cryptojaponol, and methyl 11-hydroxy-12-methoxy-7-oxoabieta-8,11,13-trien-18-oate.
Bull Soc Chem Japan.
1977;
50
266-72
-
8
Yueh Hsiung K, Tseng Rong W, Ming Chu C, Yu W.
Five new compounds from the heartwood of Juniperus formosana Hayata.
Chem Pharm Bull.
1990;
38
3195-201
-
9
Takuma Y, Yoshiyuki H.
Terpenoids. XXIX. Diterpenes in the wood of Juniperus rigida
.
Mokuzai Gakkaishi.
1971;
17
306-10
-
10
Jim-Min F, Ying-Chih C, Beng-Wern W, Yu-Shia C.
Terpenes from the heartwood of Juniperus chinensis
.
Phytochemistry.
1996;
41
1361-5
-
11
Barrero A F, Oltra J E, Altarejos J, Barragan A, Lara A, Laurent R.
Minor components in the essential oil of Juniperus oxycedrus L. wood.
Flav Fragr J.
1993;
8
185-9
-
12
Bredenberg J B, Gripenberg J.
Constituents of the wood of Juniperus communis
.
Acta Chem Scand.
1956;
10
1511-14
-
13
Bredenberg J B.
Ferruginol and Δ9-dehydroferruginol.
Acta Chem Scand.
1957;
11
932-5
-
14
Bredenberg J B.
Chemistry of the natural order Cupressales. XXXVI. Essential oil of the wood of Juniperus communis
.
Acta Chem Scand.
1961;
15
961-6
-
15
Ferrandiz M, Ramachandran Nair A G, Alcaraz M J.
Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs.
Pharmazie.
1990;
45
206-208
-
16
Alanko J, Kurahashi Y, Yoshimoto T, Yamamoto S, Baba K.
Panaxynol, a polyacetylene compound isolated from oriental medicines, inhibits mammalian lipoxygenases.
Biochem Pharmacol.
1994;
48
1979-81
-
17
Suzuki H, Ueda T, Juranek I, Yamamoto S, Katoh T, Node M. et al .
Hinokitiol, a selective inhibitor of the platelet-type isozyme of arachidonate 12-lipoxygenase.
Biochem Biophys Res Commun.
2000;
275
885-9
-
18
Amagata T, Whitman S, Johnson T, Stessman C C, Loo C P, Lobkovsky E. et al .
Exploring sponge derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.
J Nat Prod.
2003;
66
230-5
-
19 Von Bruchhausen F, Dannhard G, Ebel S, Frahm A W, Hackenthal E, Hänsel R. et al., editors .Hagers Handbuch der Pharmazeutischen Praxis. Springer Berlin, Heidelberg, New York; 5th edition, Vol. 5 1993: p 576
-
20
Sekiya K, Okuda H.
Selective inhibition of platelet lipoxygenase by baicalein.
Biochem Biophys Res Commun.
1982;
105
1090-5
-
21
Solis P N, Wright C W, Anderson M M, Gupta M P, Phillipson J D.
A microwell cytotoxicity assay using Artemia salina (brine shrimp).
Planta Med.
1993;
59
250-2
-
22
Burits M, Bucar F.
Antioxidant activity of Nigella sativa essential oil.
Phytother Res.
2000;
14
323-328
Dr. Ao. Univ.-Prof. Franz Bucar
Institute of Pharmacognosy
Karl-Franzens-University of Graz
Universitätsplatz 4/1
8010 Graz
Austria
Fax: +43-316-380-9860
Email: franz.bucar@uni-graz.at
