Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products

2015 ◽  
Vol 32 (6) ◽  
pp. 811-840 ◽  
Author(s):  
Darcy J. Atkinson ◽  
Margaret A. Brimble
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Total Synthesis ◽  
Synthetic Studies

The rubromycins are a unique family of natural products. This review covers their isolation, biological activity, biosynthesis and a detailed discussion of the diverse chemistry employed for total synthesis.

scholarly journals Total synthesis and structural elucidation of natural products: (–)-Delactonmycin, (+)-plumerinine, and (–)-parvistemoamide

2005 ◽  
Vol 77 (7) ◽  
pp. 1153-1160 ◽  
Author(s):  
Ronaldo A. Pilli ◽  
Ivan R. Corrêa ◽  
Adriano O. Maldaner ◽  
Giovanni B. Rosso
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Inhibitory Activity ◽  
Structural Elucidation ◽  
Relative Configuration ◽  
Synthetic Studies ◽  
Hiv 1 ◽  
Rev Protein

Synthetic studies that established the relative configuration of (–)-delactonmycin, a polyketide with inhibitory activity against HIV-1 Rev protein, and our efforts toward the structural elucidation of the alkaloids (+)-plumerinine, isolated from P. rubra, and (–)-parvistemoamide, isolated from S. parviflora, are discussed.

Synthetic Studies in the Veratrum Alkaloid Series. II. The Total Synthesis of Verarine, Veratramine, Jervine, and Veratrobasine

1975 ◽  
Vol 53 (12) ◽  
pp. 1796-1817 ◽  
Author(s):  
James P. Kutney ◽  
John Cable ◽  
William A. F. Gladstone ◽  
Harald W. Hanssen ◽  
G. Vijay Nair ◽  
...  
Keyword(s):  
Natural Products ◽  
Double Bond ◽  
Total Synthesis ◽  
Similar Sequence ◽  
Synthetic Studies ◽  
Subsequent Introduction ◽  
Methyl Pyridine

Coupling of 3β-acetoxy-5α-etiojerv-12(13)-en-17-one (1) with the lithio derivative of 2-ethyl-5-methylpyridine provides the crucial intermediate (3) for the subsequent elaboration to verarine. Aromatization of 3 to 4 and reduction of the latter provides a mixture from which N-acetyl-5α,6-dihydroverarine (11) was isolated. Subsequent introduction of the 5,6-double bond in the latter and removal of the N-acetate function completed the synthesis of verarine (31). In a similar sequence of reactions employing 1 and the lithio derivative of 2-ethyl-3-methoxy-5-methyl-pyridine, the resultant intermediate (54), was elaborated to 5α,6-dihydroveratramine (56). Due to known conversions of the latter to veratramine (14), jervine (32), veratrobasine (33), and 11-deoxojervine (34), the formal total synthesis of these natural products is complete.

Synthesis of α-exo-Methylene-γ-butyrolactone: Recent Developments and Applications in Natural Product Synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Weilong Liu ◽  
Nicolas Winssinger
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Vast Array ◽  
The Past ◽  
New Approaches ◽  
Recent Developments

The α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.

Nitropyrrole natural products: isolation, biosynthesis and total synthesis

2016 ◽  
Vol 14 (24) ◽  
pp. 5390-5401 ◽  
Author(s):  
Xiao-Bo Ding ◽  
Margaret A. Brimble ◽  
Daniel P. Furkert
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Chemical Synthesis ◽  
Total Synthesis

A review of the isolation, biological activity, biosynthesis and chemical synthesis of nitropyrrole-containing natural products reported to date, including the pyrrolomycins, heronapyrroles and nitropyrrolins.

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