ChemInform Abstract: SYNTHESIS OF NATURALLY OCCURRING QUINONES. 12. SYNTHETIC APPROACH TOWARD MITOMYCINS. EFFICIENT SYNTHESIS OF MITOSANE PRECURSORS FROM (2,4-PENTADIENYL)-P-QUINONES

1983 ◽  
Vol 14 (18) ◽  
Author(s):  
Y. NARUTA ◽  
Y. ARITA ◽  
N. NAGAI ◽  
H. UNO ◽  
K. MARUYAMA
Keyword(s):  
Synthetic Approach ◽  
Efficient Synthesis ◽  
Naturally Occurring

scholarly journals Total Syntheses of Pladienolide-Derived Spliceosome Modulators

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5938
Author(s):  
Jaehoon Sim ◽  
Eunbin Jang ◽  
Hyun Jin Kim ◽  
Hongjun Jeon
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Structural Features ◽  
Synthetic Approach ◽  
Synthetic Analog ◽  
Phase I Clinical Trials ◽  
Total Syntheses ◽  
Naturally Occurring ◽  
Anti Cancer ◽  
Synthetic Approaches

Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, which is currently under Phase I clinical trials. Since its isolation in 2004 and the first total synthesis in 2007, a dozen total syntheses and synthetic approaches toward the pladienolide class have been reported to date. This review focuses on the eight completed total syntheses of naturally occurring pladienolides or their synthetic analogs, in addition to a synthetic approach to the main framework of the natural product.

scholarly journals Synthesis of the Tripeptide Antibiotic Resormycin

Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5351-5356 ◽  
Author(s):  
Loana Musso ◽  
Rahul Kaduskar ◽  
Andrea Pinto ◽  
Leonardo Scaglioni ◽  
Sabrina Dallavalle
Keyword(s):  
Amino Acid ◽  
Antifungal Activity ◽  
Late Stage ◽  
Biological Evaluation ◽  
Synthetic Approach ◽  
Efficient Synthesis ◽  
Hydroxy Amino Acid ◽  
Streptomyces Platensis ◽  
Hydroxy Amino ◽  
Modular Nature

A short and efficient synthesis of resormycin, a metabolite of Streptomyces platensis MJ953-SF5 with herbicidal and antifungal activity, is described. The key step in our synthetic approach is a late-stage stereospecific dehydration of a β-hydroxy amino acid to install the Z-olefin. Because of the modular nature of the synthesis, access to analogues for biological evaluation is readily available.

ChemInform Abstract: Efficient Synthesis of Naturally Occurring Skeleton 5-7-6 Tricyclic Pyrrolo[2,1-c][1,4]benzodiazepin-5-one and Its Derivatives via Cationic π-Cyclization.

ChemInform ◽  
2011 ◽  
Vol 42 (14) ◽  
pp. no-no
Author(s):  
Sudhir K. Sharma ◽  
Anil K. Mandadapu ◽  
K. Kumaresan ◽  
Ashish Arora ◽  
Harsh M. Gauniyal ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Naturally Occurring

scholarly journals Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy

2013 ◽  
Vol 9 ◽  
pp. 983-990 ◽  
Author(s):  
Huili Liu ◽  
Kuan Zheng ◽  
Xiang Lu ◽  
Xiaoxia Wang ◽  
Ran Hong
Keyword(s):  
Total Synthesis ◽  
Synthetic Approach ◽  
Efficient Synthesis

A “stop-and-flow” strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.

scholarly journals Efficient Synthesis of trans- or cis-4(5)-(5-Aminomethyltetrahydrofuran-2-yl)imidazoles via Diazafulvene Intermediates: Synthetic Approach toward Human Histamine H4-Ligands

2003 ◽  
Vol 51 (7) ◽  
pp. 832-837 ◽  
Author(s):  
Shinya Harusawa ◽  
Lisa Araki ◽  
Hirotaka Terashima ◽  
Makoto Kawamura ◽  
Seiichiro Takashima ◽  
...  
Keyword(s):  
Synthetic Approach ◽  
Efficient Synthesis ◽  
Human Histamine

Protecting-Group-Directed Regio- and Stereoselective Oxymercuration–Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units

Synthesis ◽  
2017 ◽  
Vol 50 (05) ◽  
pp. 1113-1122 ◽  
Author(s):  
Santosh Tilve ◽  
Sandesh Bugde ◽  
Prajesh S.Volvoikar
Keyword(s):  
Amino Alcohol ◽  
Protecting Groups ◽  
Protecting Group ◽  
Efficient Synthesis ◽  
Piperidine Alkaloids ◽  
Naturally Occurring ◽  
Pipecolinic Acid

An efficient synthesis of naturally occurring 1,2- and 1,3-amino alcohol unit containing 2-substituted piperidine alkaloids and their analogues has been developed from l-pipecolinic acid. The protocol describes the regio- and stereoselective oxymercuration–demercuration of 2-alkenyl piperidines based on protecting groups to give piperidine alkaloids as a key step.

Synthetic approach towards nakadomarin A: efficient synthesis of the central tetracyclic core

2001 ◽  
Vol 42 (47) ◽  
pp. 8345-8349 ◽  
Author(s):  
Toshiaki Nagata ◽  
Atsushi Nishida ◽  
Masako Nakagawa
Keyword(s):  
Synthetic Approach ◽  
Efficient Synthesis ◽  
Nakadomarin A ◽  
Tetracyclic Core

scholarly journals Diversity-oriented synthesis of analogues of the novel macrocyclic peptide FR-225497 through late stage functionalization

2015 ◽  
Vol 11 ◽  
pp. 2487-2492 ◽  
Author(s):  
Jyotiprasad Mukherjee ◽  
Suman Sil ◽  
Shital Kumar Chattopadhyay
Keyword(s):  
Late Stage ◽  
Histone Deacetylase Inhibitor ◽  
Synthetic Approach ◽  
The Novel ◽  
Diversity Oriented Synthesis ◽  
Cross Metathesis ◽  
Naturally Occurring ◽  
Deacetylase Inhibitor ◽  
Structural Analogues ◽  
Macrocyclic Peptide

A concise synthetic approach to a class of biologically interesting cyclic tetrapeptides is reported which involves a late-stage functionalization of a macrocyclic scaffold through cross metathesis in an attempt to create diversity. The utility of this protocol is demonstrated through the preparation of three structural analogues of the important naturally occurring histone deacetylase inhibitor FR-225497.

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