SYNTHESIS AND PROPERTIES OF 3'-N-(BETA-D-GLUCOPYRANOSYL)THIOCARBAMOYLDAUNORUBICIN

被引：0
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作者：
POVAROV, LS [1 ]
POTAPOVA, NP [1 ]
BAKINA, EV [1 ]
PREOBRAZHENSKAYA, MN [1 ]
ROZYNOV, BV [1 ]
机构：
[1] MM SHEMYAKIN BIOORGAN CHEM INST,MOSCOW 117312,USSR
来源：
BIOORGANICHESKAYA KHIMIYA | 1992年 / 18卷 / 08期
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摘要：
Interaction of daunorubicin with 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate resulted in obtaining 3-N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)thiocarbamoyl-daunorubicin, which was deacetylated in alkaline medium to give 3'-N-(beta-D-glucopyranosyl) thiocarbamoyldaunorubicin. Its reduction with KBH4 gave 13-dihydroderivative and the compound, where not only reduction of 13-CO group occurred, but also the 2-glucopyranosylaminooxazoline nucleus was formed with participation of 4'-OH group. Similarly by reduction of 3'-N-phenylthiocarbamoyldaunorubicin with KBH4 corresponding 13-dihydroderivative was obtained as well as the compound with phenylamino-oxazoline moiety, condensed with daunorubicin at 3'4' positions. Cytostatic and antitumor properties of novel antibiotic derivatives were investigated.
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页码：1117 / 1126
页数：10
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