5968-70-7 Usage
Uses
Boswellic acids are pentacyclic triterpenes first isolated from the resin of Boswellia plants. They have anti-inflammatory and anti-arthritic actions in mice. β-acetyl-Boswellic acid is a non-reducing inhibitor of 5-lipoxygenase (5-LO) that shows selectivity for 5-LO over 12-LO or COX. When studied as a 1:1 mixture with α-acetyl-boswellic acid, it inhibits topoisomerase II activity and arrests cell cycling or induces apoptosis in cancer cells.[Cayman Chemical]
Biological Activity
β-acetyl-boswellic acid is a specific, nonreducing-type inhibitor of the 5-lo product formation with selectivity over 12-lo and cox [1][2].5-lipoxygenase (5-lo) is a member of the lipoxygenase family of enzymes and transforms efa substrates into leukotrienes.in rat peritoneal neutrophils, boswellic acids concentration dependently decreased the formation of leukotriene b4 from endogenous arachidonic acid. in isolated human platelets, boswellic acids in concentrations up to 400 μm did not impair the cyclooxygenase and 12-lipoxygenase [1]. in calcium/calcium ionophore-stimulated peritoneal neutrophils of rats, boswellic acids significantly decreased production of ltb4 and total 5-lipoxygenase products with ec50 value of about 30 μg/ml [2]. in six human myeloid leukemia cell lines, boswellic acid acetate, a 1:1 mixture of α-boswellic acid acetate and β-boswellic acid acetate induces apoptosis through caspase-mediated pathways [4].boswellic acids are pentacyclic triterpenes with putative anti-inflammatory effects. in a mouse model of osteoarthritis (oa), boswellic acid significantly attenuated articular cartilage erosion and significantly reduced knee synovitis and osteophyte formation. in synovium of mice, boswellic acid directly inhibit il-1β and tlr4 induced inflammatory cytokines production [3].
references
[1]. safayhi h, mack t, sabieraj j, et al. boswellic acids: novel, specific, nonredox inhibitors of 5-lipoxygenase. j pharmacol exp ther. 1992 jun;261(3):1143-6.[2]. ammon hp, safayhi h, mack t, et al. mechanism of antiinflammatory actions of curcumine and boswellic acids. j ethnopharmacol. 1993 mar;38(2-3):113-9.[3]. wang q, pan x, wong hh, et al. oral and topical boswellic acid attenuates mouse osteoarthritis. osteoarthritis cartilage. 2014 jan;22(1):128-32.[4]. xia l, chen d, han r, et al. boswellic acid acetate induces apoptosis through caspase-mediated pathways in myeloid leukemia cells. mol cancer ther. 2005 mar;4(3):381-8.
Check Digit Verification of cas no
The CAS Registry Mumber 5968-70-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,6 and 8 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5968-70:
(6*5)+(5*9)+(4*6)+(3*8)+(2*7)+(1*0)=137
137 % 10 = 7
So 5968-70-7 is a valid CAS Registry Number.
InChI:InChI=1/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23-,24-,25-,26+,28-,29-,30-,31-,32-/m1/s1
5968-70-7Relevant articles and documents
An Efficient Method for the Large-Scale Preparation of 3-O-Acetyl-11-oxo-βboswellic Acid and Other Boswellic Acids
Jauch, Johann,Bergmann, Jochen
, p. 4752 - 4756 (2003)
3-O-Acetyl-11-oxo-β-boswellic acid (AKBA), found in incense, is a potent inhibitor of 5-lipoxygenase, p38 and p42 MAP kinase and topoisomerases. Starting from crude extracts from incense, procedures are presented for the efficient large-scale synthesis of AKBA and other boswellic acids. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Simpson,Williams
, p. 1712,1716 (1938)
COMPOSITION FOR PREVENTING HAIR LOSS AND ACCELERATING HAIR GROWTH
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Paragraph 0017, (2015/10/05)
Disclosed is a composition for prevention of hair loss and promotion of hair growth. The composition includes a compound represented by Formula 1, wherein A is derived from polycyclic compounds, and R is a hydroxyl group, or a saturated or unsaturated straight or branched alkyloxy or acyloxy group having 1 to 20 carbon atoms.
A comparative study of proapoptotic potential of cyano analogues of boswellic acid and 11-keto-boswellic acid
Kaur, Rajbir,Khan, Sheema,Chib, Renu,Kaur, Tandeep,Sharma, Parduman Raj,Singh, Jaswant,Shah, Bhahwal Ali,Taneja, Subhash Chandra
scheme or table, p. 1356 - 1366 (2011/04/24)
Semi-synthetic analogues of β-boswellic acid (BA) and 11-keto-β-boswellic acid (KBA) were comparatively evaluated for in vitro cytotoxicity against human myeloid leukaemia (HL-60) and human cervical carcinoma (HeLa) cells. 2-Cyano analogues of both the triterpenes were observed to have significant cytotoxicity against both the cells, displaying cytotoxicity in HL-60 cells at low concentrations. Further investigations suggested the proapoptotic potential associated with the two molecules to induce cytotoxicity in HL-60 cells, where one of them showed early proapoptotic effect as evidenced by several biological end-points of the apoptosis such as annexinV binding, DNA fragmentation and increase in sub-G0 DNA fraction and apoptotic bodies formation (Hoechst 33258 staining and SEM studies).
