The synthesis of betulinic acid from betulin and its solubilization with liposomes

被引:0
作者
Son, LB
Kaplun, AP
Shpilevskii, AA
Andiya-Pravdivyi, YE
Alekseeva, SG
Grigor'ev, VB
Shvets, VI
机构
[1] Lomonosov State Acad Fine Chem Technol, Moscow 117571, Russia
[2] Russian Acad Med Sci, DI Ivanovskii Virol Inst, Moscow, Russia
来源
BIOORGANICHESKAYA KHIMIYA | 1998年 / 24卷 / 10期
关键词
betulin; betulinic acid; oxidation; liposomes; polyvinylpyrrolidone; Proxanol; solubilization;
D O I
暂无
中图分类号
学科分类号
摘要
A method for betulinic acid synthesis from betulin was developed. Betulin was oxidized with chromium oxide (VI) into betulonic acid, which was reduced with sodium borohydride to yield a mixture of 3-hydroxy epimers containing 85% of the natural beta-epimer. Studying changes in light scattering by dispersions of liposomes with different contents of betulinic acid revealed that up to 10 mol % of this compound may be entrapped in liposomes. The dependence of the efficiency of the betulinic acid entrapment on liposome composition was studied. The presence of polyvinylpyrrolidone or Proxanol increased the resistance of betulinic acid-containing liposomes to aggregation. These polymers solubilized betulinic acid with the same efficiency as liposomes.
引用
收藏
页码:787 / 793
页数:7
相关论文
共 27 条
[1]  
Adel MS, 1997, PHARMAZIE, V52, P373
[2]   DIFFUSION OF UNIVALENT IONS ACROSS LAMELLAE OF SWOLLEN PHOSPHOLIPIDS [J].
BANGHAM, AD ;
STANDISH, MM ;
WATKINS, JC .
JOURNAL OF MOLECULAR BIOLOGY, 1965, 13 (01) :238-+
[3]   SINGLE BILAYER LIPOSOMES PREPARED WITHOUT SONICATION [J].
BATZRI, S ;
KORN, ED .
BIOCHIMICA ET BIOPHYSICA ACTA, 1973, 298 (04) :1015-1019
[4]  
DARRICK SHL, 1997, SYN COMM, V27, P1607
[5]  
DRECHSLER M, 1995, 4 LIP RES DAYS C FRE, P80
[6]   ANTI-AIDS AGENTS .11. BETULINIC ACID AND PLATANIC ACID AS ANTI-HIV PRINCIPLES FROM SYZIGIUM-CLAVIFLORUM, AND THE ANTI-HIV ACTIVITY OF STRUCTURALLY RELATED TRITERPENOIDS [J].
FUJIOKA, T ;
KASHIWADA, Y ;
KILKUSKIE, RE ;
COSENTINO, LM ;
BALLAS, LM ;
JIANG, JB ;
JANZEN, WP ;
CHEN, IS ;
LEE, KH .
JOURNAL OF NATURAL PRODUCTS, 1994, 57 (02) :243-247
[7]  
Fulda S, 1997, CANCER RES, V57, P4956
[8]   Engineering liposomes for drug delivery: Progress and problems [J].
Gregoriadis, G .
TRENDS IN BIOTECHNOLOGY, 1995, 13 (12) :527-537
[9]   ANTIMICROBIAL ACTIVITY OF VISNEA-MOCANERA LEAF EXTRACTS [J].
HERNANDEZPEREZ, M ;
LOPEZGARCIA, RE ;
DARIAS, V ;
ARIAS, A ;
RABANAL, RM .
JOURNAL OF ETHNOPHARMACOLOGY, 1994, 41 (1-2) :115-119
[10]  
KEIPERT S, 1986, PHARMAZIE, V41, P400