Literature DB >> 17022003

Characterization of 3alpha-acetyl-11-keto-alpha-boswellic acid, a pentacyclic triterpenoid inducing apoptosis in vitro and in vivo.

Berthold Büchele1, Waltraud Zugmaier, Aidee Estrada, Felicitas Genze, Tatiana Syrovets, Christian Paetz, Bernd Schneider, Thomas Simmet.   

Abstract

3Alpha-acetyl-11-keto-alpha-boswellic acid (3alpha-acetoxy-11-oxo-olean-12-en-24-oic acid, 1) was synthesized by a radical-type reaction using bromine and 3alpha-acetyl-alpha-boswellic acid isolated from the oleo-gum-resin of Boswellia carterii. 1D and 2D NMR (COSY, HMBC, ROESY) at 500 MHz were used for shift assignments and structure verification. The compound investigated is present in a herbal preparation extracted from Boswellia serrata oleo-gum-resin, it inhibits the growth of chemotherapy-resistant human PC-3 prostate cancer cells in vitro and induces apoptosis as shown by activation of caspase 3 and the induction of DNA fragmentation. In addition, compound 1 is active IN VIVO as shown by inhibition of proliferation and induction of apoptosis in PC-3 prostate cancer cells xenotransplanted onto the chick chorioallantoic membrane.

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Year:  2006        PMID: 17022003     DOI: 10.1055/s-2006-951680

Source DB:  PubMed          Journal:  Planta Med        ISSN: 0032-0943            Impact factor:   3.352


  11 in total

1.  Triterpenoid resinous metabolites from the genus Boswellia: pharmacological activities and potential species-identifying properties.

Authors:  Yuxin Zhang; Zhangchi Ning; Cheng Lu; Siyu Zhao; Jianfen Wang; Baoqin Liu; Xuegong Xu; Yuanyan Liu
Journal:  Chem Cent J       Date:  2013-09-12       Impact factor: 4.215

2.  New terpenoids, olibanumols D-G, from traditional Egyptian medicine olibanum, the gum-resin of Boswellia carterii.

Authors:  Toshio Morikawa; Hideo Oominami; Hisashi Matsuda; Masayuki Yoshikawa
Journal:  J Nat Med       Date:  2010-10-16       Impact factor: 2.343

Review 3.  Plant-derived triterpenoids and analogues as antitumor and anti-HIV agents.

Authors:  Reen-Yen Kuo; Keduo Qian; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Nat Prod Rep       Date:  2009-08-13       Impact factor: 13.423

Review 4.  Transcriptomic Profiling of MDA-MB-231 Cells Exposed to Boswellia Serrata and 3-O-Acetyl-B-Boswellic Acid; ER/UPR Mediated Programmed Cell Death.

Authors:  Elizabeth A Mazzio; Charles A Lewis; Karam F A Soliman
Journal:  Cancer Genomics Proteomics       Date:  2017 Nov-Dec       Impact factor: 4.069

Review 5.  Perspectives on natural compounds in chemoprevention and treatment of cancer: an update with new promising compounds.

Authors:  Abedul Haque; Daniel Brazeau; Arm R Amin
Journal:  Eur J Cancer       Date:  2021-04-14       Impact factor: 9.162

6.  Boswellia sacra essential oil induces tumor cell-specific apoptosis and suppresses tumor aggressiveness in cultured human breast cancer cells.

Authors:  Mahmoud M Suhail; Weijuan Wu; Amy Cao; Fadee G Mondalek; Kar-Ming Fung; Pin-Tsen Shih; Yu-Ting Fang; Cole Woolley; Gary Young; Hsueh-Kung Lin
Journal:  BMC Complement Altern Med       Date:  2011-12-15       Impact factor: 3.659

7.  The CAM cancer xenograft as a model for initial evaluation of MR labelled compounds.

Authors:  Zhi Zuo; Tatiana Syrovets; Yuzhou Wu; Susanne Hafner; Ina Vernikouskaya; Weina Liu; Genshan Ma; Tanja Weil; Thomas Simmet; Volker Rasche
Journal:  Sci Rep       Date:  2017-05-03       Impact factor: 4.379

Review 8.  Googling the Guggul (Commiphora and Boswellia) for Prevention of Chronic Diseases.

Authors:  Ajaikumar B Kunnumakkara; Kishore Banik; Devivasha Bordoloi; Choudhary Harsha; Bethsebie L Sailo; Ganesan Padmavathi; Nand K Roy; Subash C Gupta; Bharat B Aggarwal
Journal:  Front Pharmacol       Date:  2018-08-06       Impact factor: 5.810

Review 9.  An Update on Pharmacological Potential of Boswellic Acids against Chronic Diseases.

Authors:  Nand Kishor Roy; Dey Parama; Kishore Banik; Devivasha Bordoloi; Amrita Khwairakpam Devi; Krishan Kumar Thakur; Ganesan Padmavathi; Mehdi Shakibaei; Lu Fan; Gautam Sethi; Ajaikumar B Kunnumakkara
Journal:  Int J Mol Sci       Date:  2019-08-22       Impact factor: 5.923

10.  Chemistry and biology of essential oils of genus boswellia.

Authors:  Hidayat Hussain; Ahmed Al-Harrasi; Ahmed Al-Rawahi; Javid Hussain
Journal:  Evid Based Complement Alternat Med       Date:  2013-03-06       Impact factor: 2.629

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