Allopumiliotoxin 267A

Allopumiliotoxin 267A adalah racun yang ditemukan pada kulit beberapa katak beracun dari keluarga Dendrobates.^[1] Racun ini merupakan salah satu dari kelas senyawa yang dikenal sebagai allopumiliotoxin. Katak menghasilkan racun dengan memodifikasi versi aslinya, pumiliotoxin 251D.[2] Ini telah diuji pada tikus dan ditemukan lima kali lebih kuat dari versi sebelumnya. Racun ini telah diproduksi secara sintetis melalui berbagai cara yang berbeda.^[2] It has been tested on mice and found to be five times more potent than the former version. It has been produced synthetically through a variety of different routes.^[3]^[4]^[5]^[6]

Referensi

↑ M. W. Edwards. Alkaloids from a Panamanian poison frog, Dendrobates speciosus: Identification of pumiliotoxin-A and allopumiliotoxin class alkaloids, 3,5-disubstituted indolizidines, 5-substituted 8-methylindolizidines, and a 2-methyl-6-nonyl-4-hydroxypiperidine. Journal of Natural Products. 1988. Vol. 51 (6). hlm. 1188–97. doi:10.1021/np50060a023.
↑ J. W. Daly. Evidence for an enantioselective pumiliotoxin 7-hydroxylase in dendrobatid poison frogs of the genus Dendrobates. Proceedings of the National Academy of Sciences of the United States of America. 2003. Vol. 100 (19). hlm. 11092–7. doi:10.1073/pnas.1834430100.
↑ D. L. Comins. Enantiopure 2,3-dihydro-4-pyridones as synthetic intermediates: A concise asymmetric synthesis of (+)-allopumiliotoxin 267A. Organic Letters. 2001. Vol. 3 (3). hlm. 469–71. doi:10.1021/ol0069709.
↑ Alison S. Franklin. Total Syntheses of Pumiliotoxin a and Allopumiliotoxin Alkaloids. Interplay of Pharmacologically Active Natural Products and New Synthetic Methods and Strategies. Chemical Reviews. 1996. Vol. 96 (1). hlm. 505–522. doi:10.1021/cr950021p.
↑ Xiao-Qing Tang. Nickel-Catalyzed Preparation of Bicyclic Heterocycles: Total Synthesis of (+)-Allopumiliotoxin 267A, (+)-Allopumiliotoxin 339A, and (+)-Allopumiliotoxin 339B. Journal of the American Chemical Society. 2000. Vol. 122 (29). hlm. 6950–6954. doi:10.1021/ja001440t.
↑ Sakae Aoyagi. Highly stereoselective total syntheses of (+)-allopumiliotoxins 267A and 339A via intramolecular nickel(II)/Chromium(II)-mediated cyclization. Journal of the American Chemical Society. 1993. Vol. 115 (24). hlm. 11393–11409. doi:10.1021/ja00077a044.

Sumber dan atribusi

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[1] M. W. Edwards. Alkaloids from a Panamanian poison frog, Dendrobates speciosus: Identification of pumiliotoxin-A and allopumiliotoxin class alkaloids, 3,5-disubstituted indolizidines, 5-substituted 8-methylindolizidines, and a 2-methyl-6-nonyl-4-hydroxypiperidine. Journal of Natural Products. 1988. Vol. 51 (6). hlm. 1188–97. doi:10.1021/np50060a023.

[2] J. W. Daly. Evidence for an enantioselective pumiliotoxin 7-hydroxylase in dendrobatid poison frogs of the genus Dendrobates. Proceedings of the National Academy of Sciences of the United States of America. 2003. Vol. 100 (19). hlm. 11092–7. doi:10.1073/pnas.1834430100.

[3] D. L. Comins. Enantiopure 2,3-dihydro-4-pyridones as synthetic intermediates: A concise asymmetric synthesis of (+)-allopumiliotoxin 267A. Organic Letters. 2001. Vol. 3 (3). hlm. 469–71. doi:10.1021/ol0069709.

[4] Alison S. Franklin. Total Syntheses of Pumiliotoxin a and Allopumiliotoxin Alkaloids. Interplay of Pharmacologically Active Natural Products and New Synthetic Methods and Strategies. Chemical Reviews. 1996. Vol. 96 (1). hlm. 505–522. doi:10.1021/cr950021p.

[5] Xiao-Qing Tang. Nickel-Catalyzed Preparation of Bicyclic Heterocycles: Total Synthesis of (+)-Allopumiliotoxin 267A, (+)-Allopumiliotoxin 339A, and (+)-Allopumiliotoxin 339B. Journal of the American Chemical Society. 2000. Vol. 122 (29). hlm. 6950–6954. doi:10.1021/ja001440t.

[6] Sakae Aoyagi. Highly stereoselective total syntheses of (+)-allopumiliotoxins 267A and 339A via intramolecular nickel(II)/Chromium(II)-mediated cyclization. Journal of the American Chemical Society. 1993. Vol. 115 (24). hlm. 11393–11409. doi:10.1021/ja00077a044.

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