An ent-kaurane diterpenoid that is ent-kauran-19-oic acid in which a double bond is present at position 16(17); exhibits anticancer and anti-HIV 1 activity.
InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1
Kaurenoic acid, a diterpene isolated from Copaifera langsdorffii oleo-resin, has cytotoxic and embryotoxic effects.[1]
Kaurenoic acid has anti-inflammatory potential in acetic acid-induced colitis, decreases in MDA level, an indicator of lipoperoxidation in colon tissue. [2]
Kaurenoic acid exerts a uterine relaxant effect acting principally through calcium blockade and in part, by the opening of ATP-sensitive potassium channels.[3]
Kaurenoic acid exhibits an analgesic effect in a consistent manner and that its mechanisms involve the inhibition of cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway.[4]
Kaurenoic acid derivatives has antimicrobial activity of substituted on carbon-15 at concentrations greater than or equal to 250 micrograms/ml.[5]
Kaurenoic acid has inhibitory effects on LPS-induced inflammatory response in RAW264.7 macrophages.[6]
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[1] Costa-Lotufo L V, Cunha G M A, Farias P A M, et al. Toxicon, 2002, 40(8):1231-4.
[2] Paiva L A F, Gurgel L A, Silva R M, et al. Vascular Pharmacol, 2002, 39(6):303-7.
[3] De A C K M, Paiva L A F, Santos F A, et al. Phytother Res, 2003, 17(4):320-4.
[4] Mizokami S S, Arakawa N S, Ambrosio S R, et al. J Nat Prod, 2012, 75(5):896-904.
[5] Davino S C, Giesbrecht A M, Roque N F. Brazilian journal of medical and biological research 1989, 22(9):1127-9.
[6] Ran J C, Shin E M, Jung H A, et al. Phytomed Int J Phytother Phytopharmacol, 2011, 18(8-9):677-82.
[7] Fucina G, Block L C, Baccarin T, et al. Talanta, 2012, 101(22):530-6.
