Pyrrolizidine alkaloids

被引：140

作者：

Robertson, Jeremy ^{[1
]}

Stevens, Kiri ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England

来源：

NATURAL PRODUCT REPORTS | 2014年 / 31卷 / 12期

关键词：

1ST TOTAL-SYNTHESIS; LANOSTEROL SYNTHASE INHIBITORS; ASYMMETRIC TOTAL-SYNTHESIS; NONCHIRAL-POOL SYNTHESIS; FORMAL 3+2 ANNULATION; POLYHYDROXYLATED PYRROLIZIDINES; STEREOSELECTIVE-SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; CONCISE SYNTHESIS; EFFICIENT SYNTHESIS;

D O I：

10.1039/c4np00055b

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：

This review covers pyrrolizidine alkaloids isolated from natural sources. Topics include: aspects of structure, isolation, and biological/pharmacological studies; total syntheses of necic acids, necine bases and closely-related non-natural analogues.

引用

页码：1721 / 1788

页数：68

共 265 条

[1] Alkaloids from alkaloids: total synthesis of (±)-7a-epi-hyacinthacine A1 from Z-protected tropenone via Baeyer-Villiger oxidation [J].

Affolter, Olena ;

Baro, Angelika ;

Frey, Wolfgang ;

Laschat, Sabine .

TETRAHEDRON, 2009, 65 (33) :6626-6634

[2] UCS1025A and B, new antitumor antibiotics from the fungus Acremonium species [J].

Agatsuma, T ;

Akama, T ;

Nara, S ;

Matsumiya, S ;

Nakai, R ;

Ogawa, H ;

Otaki, S ;

Ikeda, S ;

Saitoh, Y ;

Kanda, Y .

ORGANIC LETTERS, 2002, 4 (25) :4387-4390

[3] Lipase-catalyzed domino kinetic resolution of α-hydroxynitrones/intramolecular 1,3-dipolar cycloaddition:: a concise asymmetric total synthesis of (-)-rosmarinecine [J].

Akai, S ;

Tanimoto, K ;

Kanao, Y ;

Omura, S ;

Kita, Y .

CHEMICAL COMMUNICATIONS, 2005, (18) :2369-2371

[4] Chemical constituents of Osyris alba and their antiparasitic activities [J].

Al-Jaber, Hala I. ;

Mosleh, Ibrahim M. ;

Mallouh, Abdallah ;

Abu Salim, Omar M. ;

Abu Zarga, Musa H. .

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2010, 12 (09) :814-820

[5] Pyrrolizidine alkaloids from Echium glomeratum (Boraginaceae) [J].

Alali, Feras Q. ;

Tahboub, Yahya R. ;

Ibrahim, Eyad S. ;

Qandil, Amjad M. ;

Tawaha, Khaled ;

Burgess, Jason P. ;

Sy, Arlene ;

Nakanishi, Yuka ;

Kroll, David J. ;

Oberlies, Nicholas H. .

PHYTOCHEMISTRY, 2008, 69 (12) :2341-2346

[6] Acyl radical cyclisation onto pyrroles [J].

Allin, SM ;

Barton, WRS ;

Bowman, WR ;

McInally, T .

TETRAHEDRON LETTERS, 2001, 42 (44) :7887-7890

[7] Bu3SnH-mediated radical cyclisation onto azoles [J].

Allin, Steven M. ;

Barton, William R. S. ;

Bowman, W. Russell ;

Bridge nee Mann, Emma ;

Elsegood, Mark R. J. ;

McInally, Tom ;

McKee, Vickie .

TETRAHEDRON, 2008, 64 (33) :7745-7758

[8] A concise synthesis of turneforcidine via a metalloiminium ion cyclization terminated by the 2-(methylthio)-3-(trimethylsilyl)-1-propenyl moiety [J].

An, DK ;

Duncan, D ;

Livinghouse, T ;

Reid, P .

ORGANIC LETTERS, 2001, 3 (19) :2961-2963

[9] New access to indolizidine and pyrrolizidine alkaloids from an enantiopure proline:: Total syntheses of (-)-lentiginosine and (1R,2R,7aR)-Dihydroxypyrrolizidine [J].

Angle, Steven R. ;

Bensa, David ;

Belanger, Dominique S. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (15) :5592-5597

[10] A convenient synthesis of new enantiomerically pure trihydroxypyrrolizidines using L-erythrose glycosylhydroxylamine as a masked acyclic chiral nitrone [J].

Argyropoulos, Nikolaos G. ;

Gkizis, Petros ;

Coutouli-Argyropoulou, Evdoxia .

TETRAHEDRON, 2008, 64 (37) :8752-8758

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