SYNTHESIS OF 5'-SUBSTITUTED DERIVATIVES OF THE PYRROLO[2,3-D]-PYRIMIDINE NUCLEOSIDE SANGIVAMYCIN AND THEIR EFFECT ON PROTEIN KINASE-A AND KINASE-C ACTIVITY

被引：6

作者：

SHARMA, M ^{[1
]}

WIKIEL, H ^{[1
]}

HROMCHAK, R ^{[1
]}

BLOCH, A ^{[1
]}

BOBEK, M ^{[1
]}

机构：

[1] ROSWELL PK CANC INST,DEPT EXPTL THERAPEUT,ELM & CARLTON ST,BUFFALO,NY 14263

来源：

NUCLEOSIDES & NUCLEOTIDES | 1993年 / 12卷 / 3-4期

关键词：

D O I：

10.1080/07328319308017827

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：

Under cell-free conditions, where the antibiotic sangivamycin is not phosphorylated, it is an effective inhibitor of PKC and to a lesser extent of PKA activity. In intact cells, the antibiotic is phosphorylated, thereby, extending its range of activity to other targets including DNA and RNA. To preserve selective inhibitory activity for the protein kinases, analogs potentially resistant to phosphorylation were prepared by replacing the 5'-hydroxy group with O-nitro, O-sulfamoyl, O-methane-sulfonyl or azido groups. These compounds were more potent inhibitors of PKA and PKC activity than was the parent nucleoside.

引用

页码：295 / 304

页数：10

共 50 条

[21] SYNTHESIS OF 7-GLYCOPYRANOSYL-5-OXO-PYRROLO[2,3-D]PYRIMIDINE AND 4-GLYCOPYRANOSYLAMINO-FURO[2,3-D]PYRIMIDINE DERIVATIVES
NOGUERAS, M
QUIJANO, ML
SANCHEZ, A
MELGAREJO, M
NUCLEOSIDES & NUCLEOTIDES, 1987, 6 (1-2): : 373 - 374
[22] Novel pyrrolo[2,3-d]pyrimidine derivatives as multi-kinase inhibitors with VEGFR-2 selectivity
Alotaibi, AbdulAziz A.
Asiri, Hanadi H.
Rahman, A. F. M. Motiur
Alanazi, Mohammed M.
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2023, 27 (05)
[23] Synthesis of pyrrolo[2,3-d]pyrimidine derivatives and their antiproliferative activity against melanoma cell line
Jung, Myung-Ho
Kim, Hwan
Choi, Won-Kyoung
El-Gamal, Mohammed I.
Park, Jin-Hun
Yoo, Kyung Ho
Sim, Tae Bo
Lee, So Ha
Baek, Daejin
Hah, Jung-Mi
Cho, Jung-Hyuck
Oh, Chang-Hyun
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (23) : 6538 - 6543
[24] Synthesis and antifolate activity of new pyrrolo[2,3-d]pyrimidine and thieno[2,3-d]pyrimidine inhibitors of dihydrofolate reductase
Vaidya, C
Wright, JE
Rosowsky, A
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 41 (05) : 787 - 793
[25] SYNTHESIS AND CHEMICAL REACTIVITY OF NUCLEOSIDES RELATED TO PYRROLO[2,3-D]PYRIMIDINE NUCLEOSIDE ANTIBIOTICS
TOWNSEND, LB
MILNE, GH
TRANSACTIONS OF THE NEW YORK ACADEMY OF SCIENCES, 1974, 36 (07): : 705 - 705
[26] SYNTHESIS OF SUBSTITUTED "PYRROLO[2,3-D]PYRIMIDINE-2,4-DIONES
ETSON, SR
MATTSON, RJ
SOWELL, JW
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (05) : 929 - 933
[27] Synthesis of classical, four-carbon bridged 5-substituted furo [2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates
Gangjee, A
Zeng, YB
McGuire, JJ
Kisliuk, RL
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (16) : 5329 - 5336
[28] Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates
Gangjee, A
Zeng, YB
McGuire, JJ
Mehraein, F
Kisliuk, RL
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (27) : 6893 - 6901
[29] Synthesis of classical, three carbon bridged 5-substituted furo[2,3-d]pyrimidine, and 6-substituted pyrrolo[2,3-d]pyrimidine analogs as antifolates.
Gangjee, A
Zeng, YB
McGuire, JJ
Kisliuk, RL
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U651 - U651
[30] Synthesis and Antiproliferative Activities of Pyrrolo[2,3-d]pyrimidine Derivatives for Melanoma Cell
Jung, Myung-Ho
Oh, Chang-Hyun
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2008, 29 (11): : 2231 - 2236

← 1 2 3 4 5 →