Hydrazones and new oximes of 4-aminobicyclo[2.2.2]octanones and their antiprotozoal activities

被引:2
|
作者
Weis, Robert [1 ]
Kaiser, Marcel
Brun, Reto
Saf, Robert
Seebacher, Werner
机构
[1] Karl Franzens Univ Graz, Inst Pharmaceut Sci, Graz, Austria
[2] Swiss Trop Inst, CH-4002 Basel, Switzerland
[3] Erzherzog Johann Univ, Inst Chem Technol Organ Mat, Graz, Austria
来源
MONATSHEFTE FUR CHEMIE | 2006年 / 137卷 / 10期
关键词
antiprotozoal activity; imines; isomers; ketones; NMR spectroscopy;
D O I
10.1007/s00706-006-0535-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
4-Aminobicyclo[2.2.2]octan-2-ones and -ols showed activity against the causative organisms of East African sleeping sickness and Malaria tropica. Several imino derivatives of the ketones were more active. Now hydrazono analogues and 3-hydroximino derivatives of the ketones and alcohols were synthesized. The structures of the obtained isomers were elucidated by NMR spectroscopy. A single phenylhydrazone exhibited quite good antitrypanosomal activity in the range of already known imino analogues.
引用
收藏
页码:1365 / 1374
页数:10
相关论文
共 24 条
  • [21] Antiprotozoal activities of new bicyclo[2.2.2]octan-2-imines and esters of bicyclo[2.2.2]octan-2-ols
    Seebacher, W
    Schlapper, C
    Brun, R
    Kaiser, M
    Saf, R
    Weis, R
    EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2005, 24 (04) : 281 - 289
  • [22] NEW RIFAMYCINS .2. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF OXIMES, HYDRAZONES, AND SEMICARBAZONES OF 3-N-(PIPERIDIN-4-ONE)RIFAMYCIN-S
    MARSILI, L
    FRANCESCHI, G
    GALLIANI, C
    SANFILIPPO, A
    VIGEVANI, A
    FARMACO-EDIZIONE SCIENTIFICA, 1982, 37 (12): : 781 - 786
  • [23] Synthesis and structure elucidation of some new hydrazones and oxadiazolines: anticonvulsant activities of 2-(3-acetyloxy-2-naphthyl)-4-acetyl-5-substituted-1,3,4-oxadiazolines
    Dogan, HN
    Duran, A
    Rollas, S
    Sener, G
    Armutak, Y
    Keyer-Uysal, M
    MEDICAL SCIENCE RESEARCH, 1998, 26 (11): : 755 - 758
  • [24] N-SUBSTITUTED O-(3-AMINO-2-HYDROXYPROPYL)OXIMES OF 1,3,3-TRIMETHYL-5-ENDO-(1-PIPERIDINYL OR 4-MORPHOLINYL)-2-OXABICYCLO [2.2.2]-OCTAN-6-ONES WITH PLATELET ANTIAGGREGATING AND LOCAL-ANESTHETIC ACTIVITIES
    SCHENONE, S
    BRUNO, O
    RANISE, A
    BONDAVALLI, F
    DAMICO, M
    PARRILLO, C
    LAMPA, E
    ROSSI, F
    FARMACO, 1992, 47 (10): : 1249 - 1262