Delving into the Latest Updates on BE-54238A with Synapse

Overview

Basic Info

Drug Type

Small molecule drug

Synonyms

BE-54238B

Target-

Action-

Mechanism-

Therapeutic Areas

Neoplasms

Active Indication-

Inactive Indication

Neoplasms

Originator Organization

MSD (Japan) Co., Ltd.

Active Organization-

Inactive Organization

Waseda UniversityMSD (Japan) Co., Ltd.

License Organization-

Drug Highest PhasePendingDiscovery

First Approval Date-

Regulation-

Structure/Sequence

Molecular FormulaC22H23NO6

InChIKeyAWMWNWIBOOYESP-UHFFFAOYSA-N

CAS Registry205433-26-7

Chemical investigations into solid phase cultivations of an Australian sheep station pasture plant derived Streptomyces sp. CMB-PB042 yielded the rare enamine naphthopyranoquinones BE-54238A (1) and BE-54238B (2), together with four new analogues, glenthenamines B-D (4-6) and F (8), and two handling artifacts, glenthenamines A (3) and E (7). Single-crystal X-ray analyses of 1 and 2 resolved configurational ambiguities in the scientific literature, while detailed spectroscopic analysis and biosynthetic considerations assigned structures inclusive of absolute configuration to 3-8. We propose a plausible sequence of biosynthetic transformations linking structural and configurational features of 1-8 and apply a novel Schiff base "fishing" approach to detect a key deoxyaminosugar precursor. These enamine naphthopyranoquinones disclose a new P-gp inhibitory pharmacophore capable of reversing doxorubicin resistance in P-gp overexpressing colon carcinoma cells.

01 Dec 2005·Chemical ReviewsQ1 · CHEMISTRY

Total Synthesis of Selected Bioactive Natural Products: Illustration of Strategy and Design

Q1 · CHEMISTRY

Review

Author: Tatsuta, Kuniaki ; Hosokawa, Seijiro

A review of total synthesis of bioactive natural products including cochleamycin A, tetracycline, nanaomycin D, BE-54238B, sideroxylonal, lymphostin, rosmarinecine, thienamycin, trichostatin D.

01 Jan 2004·The Journal of AntibioticsQ4 · MEDICINE

The First Total Synthesis of a Pyranonaphthoquinone Antitumor, BE-54238B

Q4 · MEDICINE

Letter

Author: Yoshikazu Suzuki ; Takashi Ogura ; Kuniaki Tatsuta ; Masazumi Kojima ; Tomokazu Hirabayashi

Total asym. synthesis and absolute configuration of BE 54238B (I) was reported.

100 Deals associated with BE-54238A

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