Herbimycin A: An ansamycin antibiotic; X-ray crystal structure.

Furusaki, Akio; Matsumoto, Takeshi; Nakagawa, Akira; Ōmura, Satoshi

doi:10.7164/antibiotics.33.781

Cited by 39 publications

(8 citation statements)

References 4 publications

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“…Our synthesis of this novel antibiotic, which is outlined in Schemes 3–5, 11 is exemplary of how we typically tried to use natural products as targets of opportunity to discover and develop new chemistry. Namely, we first employed our strategy to use furans and hydropyrans derived therefrom as templates to create the C3–C8 and C9–C15 subunits of the natural product.…”

Section: Synthesis Of Oxygenated Natural Productsmentioning

confidence: 99%

“…Herbimycin A is a representative member of the ansamycin antibiotics that exhibits a broad spectrum of biological activities, including antiangiogenic and antitumor properties. Our synthesis of this novel antibiotic, which is outlined in Schemes –, is exemplary of how we typically tried to use natural products as targets of opportunity to discover and develop new chemistry. Namely, we first employed our strategy to use furans and hydropyrans derived therefrom as templates to create the C3–C8 and C9–C15 subunits of the natural product.…”

Section: Synthesis Of Oxygenated Natural Productsmentioning

confidence: 99%

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Natural Products and Their Mimics as Targets of Opportunity for Discovery

Martin

2017

J. Org. Chem.

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Diverse structural types of natural products and their mimics have served as targets of opportunity in our laboratory to inspire the discovery and development of new methods and strategies to assemble polyfunctional and polycyclic molecular architectures. Furthermore, our efforts toward identifying novel compounds having useful biological properties led to the creation of new targets, many of which posed synthetic challenges that required the invention of new methodology. In this Perspective, selected examples of how we have exploited a diverse range of natural products and their mimics to create, explore, and solve a variety of problems in chemistry and biology will be discussed. The journey was not without its twists and turns, but the unexpected often led to new revelations and insights. Indeed, in our recent excursion into applications of synthetic organic chemistry to neuroscience, avoiding the more-traveled paths was richly rewarding.

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Section: Synthesis Of Oxygenated Natural Productsmentioning

confidence: 99%

Section: Synthesis Of Oxygenated Natural Productsmentioning

confidence: 99%

Natural Products and Their Mimics as Targets of Opportunity for Discovery

Martin

2017

J. Org. Chem.

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“…Among these compounds, calphostin C (110) showed highest potency. 8.16; 126-128) [112][113][114][115][116], clavilactones A-E (129)(130)(131)(132)(133) [117,118], F-12509A (134) [119,120], stemphone (135), and cochlioquinone A (136) [121][122][123]. 8.15-17; 118-125) [106][107][108][109][110][111], herbimycins A-C (Fig.…”

Section: Benzoquinones (Table 83)mentioning

confidence: 99%

Protein Kinase Inhibitors from Microorganisms

Radhika

Kumar

Nagasree

2015

Studies in Natural Products Chemistry

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“…In particular, the bound conformation of GA has the amide group in a cis configuration, which completely differs from the trans amide isomer observed in the free state of GA and other ansamycins. [34][35][36][37] Whether or not such a trans-to-cis conversion of GA is catalyzed by Hsp90 is still matter of debate, but the conformational change has been postulated as one possible explanation for the huge difference between the in vitro and in vivo potency as well as a viable strategy to enhance binding affinity with cis-constrained analogues. To address these issues, an Xray and computational study was performed by Jez and Rastelli.…”

Section: Nt Inhibitorsmentioning

confidence: 99%

Structure‐Based and in silico Design of Hsp90 Inhibitors

Sgobba

Rastelli

2009

ChemMedChem

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The molecular chaperone Hsp90 is responsible for activation and stabilization of several oncoproteins in cancer cells, and has emerged as an important target in cancer treatment because of this pivotal role. In recent years, interests have arisen around structure-based design of small molecules aimed at inhibiting the chaperone activity of Hsp90. In this review, we illustrate the recent advances in structure-based and in silico strategies aimed at discovering and optimizing Hsp90 inhibitors.

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Herbimycin A: An ansamycin antibiotic; X-ray crystal structure.

Cited by 39 publications

References 4 publications

Natural Products and Their Mimics as Targets of Opportunity for Discovery

Natural Products and Their Mimics as Targets of Opportunity for Discovery

Protein Kinase Inhibitors from Microorganisms

Structure‐Based and in silico Design of Hsp90 Inhibitors

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