631-69-6Relevant articles and documents
Synthesis of new boswellic acid derivatives as potential antiproliferative agents
Shamraiz, Umair,Hussain, Hidayat,Ur Rehman, Najeeb,Al-Shidhani, Sulaiman,Saeed, Aasim,Khan, Husain Yar,Khan, Ajmal,Fischer, Lucie,Csuk, René,Badshah, Amin,Al-Rawahi, Ahmed,Hussain, Javid,Al-Harrasi, Ahmed
, p. 1845 - 1852 (2019/02/05)
In the current investigation, a series of heterocyclic derivatives of boswellic acids were prepared along with new monomers of 3-O-acetyl-11-keto-β-boswellic acid (AKBA, 1) 11-keto-β-boswellic acid (KBA, 2) and several new bis-AKBA and KBA homodimers and AKBA-KBA heterodimers. The effects of these compounds on the proliferation of different human cancer cell lines, viz., FaDu (pharynx carcinoma), A2780 (ovarian carcinoma), HT29 (colon adenocarcinoma), and A375 (malignant melanoma), have been evaluated. Thus, KBA homodimer 21 effectively inhibited the growth of FaDu, A2780, HT29, and A375 cells with EC50 values below 9 μM. In addition, compounds 7, 8, 11, 12, 15, 16, and 17 also exhibited cytotoxic effects for A2780, HT29, and A375 cancer cells. In particular, the pyrazine analog 8 was highly cytotoxic for A375 cancer cells with an EC50 value of 2.1 μM.
Synthesis and structural proof of a potent 5-lipoxygenase inhibitor
Balu, Devipriya,Poomani, Kumaradhas,Nagabushanam, Kalyanam,Balasubramanium, Sridhar,Ramanujam, Rajendran,Muhammed, Majeed
experimental part, p. 697 - 702 (2011/11/30)
5-Lipoxygenase inhibitor 3-O-acetyl-9,11-dehydro-β-boswellic acid was detected in the extract of Boswellia serrata gum resulting from unstable 11-hydroxy precursor. It was reported more potent than other Boswellic acids in its inhibition of 5-Lipoxygenase. Here, we report the method of conversion of 3-acetoxy-β-boswellic acid to 3-O-acetyl-9,11-dehydro-β-boswellic acid, and the crystal structure of later. This compound crystallizes in orthorhombic space group P212121 with cell parameters of a = 12.726(1) A, b = 16.597(1) A, c = 27.332(2) A, α = β = γ = 90°, V = 5772.7(5) A3, D c = 1.143 Mg/m3, and Z = 8. The X-ray structure investigation indicates that the rings A, B, D and E are exhibit chair and the ring C adopts a distorted half chair conformation. The conformational difference of the two structures in the arrangement is due to crystal packing of 3-O-acetyl-9,11-dehydro-β-boswellic acid. The molecular packing is stabilized by C-H...O and O-H...O types of hydrogen bonding interactions. Graphical Abstract: Synthesis and crystal structure analysis of 5-Lipoxygenase Inhibitor 3-O-acetyl-9,11-dehydro-β-boswellic acid are reported. Rings A, B, D and E of the inhibitor adopt chair conformation and the C-ring exhibit a distorted half chair conformation. The molecular packing is stabilized by C-H...O and O-H...O types of hydrogen bonding interactions.
