Beta-boswellic acid

Names

[ CAS No. ]:
631-69-6

[ Name ]:
Beta-boswellic acid

[Synonym ]:
b-Boswellic Acid
β-BOSWELLIC ACID
(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14bR)-3-Hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-4-picenecarboxylic acid
Urs-12-en-24-oic acid, 3-hydroxy-, (3α,9ξ)-
(3a,4b)-3-Hydroxyurs-12-en-23-oic Acid
(3α,9ξ)-3-Hydroxyurs-12-en-24-oic acid

Biological Activity

[Description]:

β-Boswellic acid is isolated from the gum resin of Boswellia serrate.β-Boswellic acid is a nonreducing-type inhibitor of the 5-lipoxygenase (5-LO) product formation either interacting directly with the 5-LO or blocking its translocation[1]. β-Boswellic acid inhibits the synthesis of DNA, RNA and protein in human leukemia HL-60 cells[2].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Research Areas >> Others

Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase

[References]

[1]. Safayhi H, et al. Boswellic acids: novel, specific, nonredox inhibitors of 5-lipoxygenase. J Pharmacol Exp Ther. 1992 Jun;261(3):1143-6.

[2]. Shao Y, et al. Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cellsin culture. Planta Med. 1998 May;64(4):328-31

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
556.0±50.0 °C at 760 mmHg

[ Melting Point ]:
130-135ºC

[ Molecular Formula ]:
C₃₀H₄₈O₃

[ Molecular Weight ]:
456.700

[ Flash Point ]:
304.1±26.6 °C

[ Exact Mass ]:
456.360352

[ PSA ]:
57.53000

[ LogP ]:
9.38

[ Vapour Pressure ]:
0.0±3.4 mmHg at 25°C

[ Index of Refraction ]:
1.555

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2918199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918199090

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Acyl derivatives of boswellic acids as inhibitors of NF-κB and STATs.

Bioorg. Med. Chem. Lett. 22 , 431-5, (2012)

Boswellic acid acylates including their epimers were synthesized and screened against a panel of human cancer cell lines. They exhibited a range of cytotoxicity against various human cancer cell lines...

A comparative study of proapoptotic potential of cyano analogues of boswellic acid and 11-keto-boswellic acid.

Eur. J. Med. Chem. 46 , 1356-66, (2011)

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 c...

The "MESACA" study: methylsulfonylmethane and boswellic acids in the treatment of gonarthrosis.

Adv. Ther. 28(10) , 894-906, (2011)

Osteoarthritis is a chronic rheumatoid disease mediated by metalloproteinases and inflammatory cytokines. Methylsulfonylmethane (MSM) and boswellic acids (BA) each show promise in the treatment of inf...