scholarly journals Total Synthesis of Phorbazole B

Molecules ◽  
2020 ◽  
Vol 25 (20) ◽  
pp. 4848
Author(s):  
Yngve Guttormsen ◽  
Magnus E. Fairhurst ◽  
Sunil K. Pandey ◽  
Johan Isaksson ◽  
Bengt Erik Haug ◽  
...  
Keyword(s):  
Natural Products ◽  
High Resolution ◽  
Secondary Metabolites ◽  
Total Synthesis ◽  
Cancer Cells ◽  
Marine Sponge ◽  
Inhibitory Activity ◽  
Late Stage ◽  
Nmr Techniques

Phorbazoles are polychlorinated heterocyclic secondary metabolites isolated from a marine sponge and several of these natural products have shown inhibitory activity against cancer cells. In this work, a synthesis of the trichlorinated phorbazole B using late stage electrophilic chlorination was developed. The synthesis relied on the use of an oxazole precursor, which was protected with an iodine in the reactive 4-position, followed by complete chlorination of all pyrrole positions. Attempts to prepare phorbazole A and C, which contain a 3,4-dichlorinated pyrrole, were unsuccessful as the desired chlorination pattern on the pyrrole could not be obtained. The identities of the dichlorinated intermediates and products were determined using NMR techniques including NOESY/ROESY, 1,1-ADEQUATE and high-resolution CLIP-HSQMBC.

scholarly journals A novel apoptosis-inducing metabolite isolated from marine sponge symbiont Monascus sp. NMK7 attenuates cell proliferation, migration and ROS stress-mediated apoptosis in breast cancer cells

RSC Advances ◽  
2019 ◽  
Vol 9 (11) ◽  
pp. 5878-5890 ◽  
Author(s):  
Sirpu Natesh Nagabhishek ◽  
Arumugam Madankumar
Keyword(s):  
Breast Cancer ◽  
Cell Proliferation ◽  
Natural Products ◽  
Secondary Metabolites ◽  
Cancer Cells ◽  
Marine Environment ◽  
Marine Sponge ◽  
Breast Cancer Cells ◽  
Marine Fungi ◽  
Bioactive Secondary Metabolites

The marine environment has a remarkable source of natural products mainly from marine fungi, which have been a central source of novel pharmacologically bioactive secondary metabolites.

scholarly journals Biological and Chemical Diversity of Marine Sponge-Derived Microorganisms over the Last Two Decades from 1998 to 2017

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 853 ◽  
Author(s):  
Mei-Mei Cheng ◽  
Xu-Li Tang ◽  
Yan-Ting Sun ◽  
Dong-Yang Song ◽  
Yu-Jing Cheng ◽  
...  
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Natural Product ◽  
Marine Sponge ◽  
Marine Sponges ◽  
Chemical Diversity ◽  
Comprehensive Overview ◽  
Bioactive Secondary Metabolites ◽  
The Relationship ◽  
Product Chemistry

Marine sponges are well known as rich sources of biologically natural products. Growing evidence indicates that sponges harbor a wealth of microorganisms in their bodies, which are likely to be the true producers of bioactive secondary metabolites. In order to promote the study of natural product chemistry and explore the relationship between microorganisms and their sponge hosts, in this review, we give a comprehensive overview of the structures, sources, and activities of the 774 new marine natural products from sponge-derived microorganisms described over the last two decades from 1998 to 2017.

Synthetic approaches to [5,6]-benzannulated spiroketal natural products

2011 ◽  
Vol 84 (6) ◽  
pp. 1379-1390 ◽  
Author(s):  
Michael C. McLeod ◽  
Margaret A. Brimble ◽  
Dominea C. K. Rathwell ◽  
Zoe E. Wilson ◽  
Tsz-Ying Yuen
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Electronic Properties ◽  
Late Stage ◽  
Biologically Active ◽  
Formal Synthesis ◽  
Berkelic Acid ◽  
Synthetic Approaches

Studies toward the synthesis of three biologically active [5,6]-benzannulated spiroketal natural products are described. The first total synthesis of paecilospirone is reported, employing a late-stage, pH-neutral spiroketalization. A formal synthesis of γ-rubromycin is described, where the spiroketal moiety is formed by delicate manipulation of the electronic properties of the spirocyclization precursor. Finally, model work toward the total synthesis of berkelic acid is summarized, introducing a novel Horner–Wadsworth–Emmons/oxa-Michael (HWE/oxa-M) cascade to access the spiroketal precursor.

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.

Total Synthesis of Isoprekinamycin:  Structural Evidence for Enhanced Diazonium Ion Character and Growth Inhibitory Activity toward Cancer Cells

2007 ◽  
Vol 9 (15) ◽  
pp. 2915-2918 ◽  
Author(s):  
Wei Liu ◽  
Matthew Buck ◽  
Nan Chen ◽  
Muhong Shang ◽  
Nicholas J. Taylor ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Cancer Cells ◽  
Inhibitory Activity ◽  
Growth Inhibitory ◽  
Growth Inhibitory Activity ◽  
Diazonium Ion

scholarly journals Inhibitory Activity of Marine Sponge-Derived Natural Products against Parasitic Protozoa

Marine Drugs ◽  
2010 ◽  
Vol 8 (1) ◽  
pp. 47-58 ◽  
Author(s):  
Ilkay Orhan ◽  
Bilge Şener ◽  
Marcel Kaiser ◽  
Reto Brun ◽  
Deniz Tasdemir
Keyword(s):  
Natural Products ◽  
Marine Sponge ◽  
Inhibitory Activity ◽  
Parasitic Protozoa

scholarly journals Bioactive Nitrogenous Secondary Metabolites from the Marine Sponge Genus Haliclona

Marine Drugs ◽  
2019 ◽  
Vol 17 (12) ◽  
pp. 682 ◽  
Author(s):  
Jiaying Zhu ◽  
Yang Liu ◽  
Zijun Liu ◽  
Hao Wang ◽  
Huawei Zhang
Keyword(s):  
Natural Products ◽  
Drug Discovery ◽  
Secondary Metabolites ◽  
Marine Sponge ◽  
Literature Search ◽  
Extensive Literature ◽  
Symbiotic Microorganisms ◽  
Bioactive Properties ◽  
Potential Applications ◽  
Extensive Literature Search

Marine sponge genus Haliclona, one of the most prolific sources of natural products, contains over 600 species but only a small part of them had been classified and chemically investigated. On the basis of extensive literature search, this review firstly summarizes 112 nitrogenous secondary metabolites from classified and unclassified Haliclona sponges as well as from their symbiotic microorganisms. Most of these substances have only been found in Haliclona sponges, and display diverse bioactive properties with potential applications in new drug discovery.

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