Betulinic acid and its derivatives: A review on their biological properties

被引:439
作者
Yogeeswari, P [1 ]
Sriram, D [1 ]
机构
[1] Birla Inst Technol & Sci, Dept Pharm, Pilani 333031, Rajasthan, India
关键词
betulinic acid; anti-HIV derivatives; anti-HIV mechanism; anticancer derivatives; anticancer mechanism; antiinflammatory; antimalarial; biotransformation;
D O I
10.2174/0929867053202214
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Betulinic acid is a naturally occurring pentacyclic triterpenoid and has been shown to exhibit a variety of biological activities including inhibition of human immunodeficiency virus (HIV), antibacterial, antimalarial, anti inflammatory, anthelmintic and antioxidant properties. This article reports a survey of the literature dealing with betulinic acid related biological properties that has appeared from the 1990's to the beginning of 2003. A broad range of medical and pharmaceutical disciplines are covered, including a brief introduction about discovery, phytochemical aspects, organic synthesis, anti-HIV and cytotoxic mechanisms of action. Various structural modifications carried out and their biological and pharmacokinetic profiles are also incorporated.
引用
收藏
页码:657 / 666
页数:10
相关论文
共 79 条
[1]   Lupane triterpenes and derivatives with antiviral activity [J].
Baltina, LA ;
Flekhter, OB ;
Nigmatullina, LR ;
Boreko, EI ;
Pavlova, NI ;
Nikolaeva, SN ;
Savinova, OV ;
Tolstikova, GA .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (20) :3549-3552
[2]  
Banskota AH, 2000, BIOL PHARM BULL, V23, P456, DOI 10.1248/bpb.23.456
[3]   Chemokine receptors as HIV-1 coreceptors: Roles in viral entry, tropism, and disease [J].
Berger, EA ;
Murphy, PM ;
Farber, JM .
ANNUAL REVIEW OF IMMUNOLOGY, 1999, 17 :657-700
[4]   Betulinic acid: Isolation from Triphyophyllum peltatum and Ancistrocladus heyneanus, antimalarial activity, and crystal structure of the benzyl ester [J].
Bringmann, G ;
Saeb, W ;
Assi, LA ;
Francois, G ;
Narayanan, ASS ;
Peters, K ;
Peters, EM .
PLANTA MEDICA, 1997, 63 (03) :255-257
[5]   Three-dimensional solution structure of the 44 kDa ectodomain of SIV gp41 [J].
Caffrey, M ;
Cai, ML ;
Kaufman, J ;
Stahl, SJ ;
Wingfield, PT ;
Covell, DG ;
Gronenborn, AM ;
Clore, GM .
EMBO JOURNAL, 1998, 17 (16) :4572-4584
[6]   Core structure of gp41 from the HIV envelope glycoprotein [J].
Chan, DC ;
Fass, D ;
Berger, JM ;
Kim, PS .
CELL, 1997, 89 (02) :263-273
[7]   Isolation, characterization and biological activity of betulinic acid and ursolic acid from Vitex negundo L. [J].
Chandramu, C ;
Manohar, RD ;
Krupadanam, DGL ;
Dashavantha, RV .
PHYTOTHERAPY RESEARCH, 2003, 17 (02) :129-134
[8]   Glucosidation of betulinic acid by Cunninghamella species [J].
Chatterjee, P ;
Pezzuto, JM ;
Kouzi, SA .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (05) :761-763
[9]   Biotransformation of the antimelanoma agent betulinic acid by Bacillus megaterium ATCC 13368 [J].
Chatterjee, P ;
Kouzi, SA ;
Pezzuto, JM ;
Hamann, MT .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2000, 66 (09) :3850-3855
[10]   Quantitative analysis of betulinic acid in mouse, rat and dog plasma using electrospray liquid chromatography/mass spectrometry [J].
Cheng, X ;
Shin, YG ;
Levine, BS ;
Smith, AC ;
Tomaszewski, JE ;
van Breemen, RB .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2003, 17 (18) :2089-2092