Structure of magnisidin, a new magnesium-containing antibiotic from

Köhl, H.; Bhat, Sujata V.; Patell, J. R.; Gandhi, N. M.; Nazareth, Jardim; Divekar, P. V.; Souza, N. J. De; Berscheid, Hans Gerd; Fehlhaber, H.‐W.

doi:10.1016/s0040-4039(01)82385-6

Cited by 43 publications

(17 citation statements)

References 5 publications

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“…84 A family of metabolites closely related to 14, 31, and 36 was reported in the late 1970s. Japanese workers described the i~o l a t i o n~~t~~ of two compounds Bu-2313A (38) and Bu-2313B (39), from an unidentified oligosporic actinomycete strain (no. E864-861).…”

Section: Dienoyltetramic Acidsmentioning

confidence: 99%

Naturally Occurring Tetramic Acids: Structure, Isolation, and Synthesis

Royles¹

1995

Chem. Rev.

399

302

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Brodyck Royles, bom in Edinburgh (April 20,1965), received his Bachelors degree from Heriot-Watt University in 1987. He then moved to the University of Edinburgh where, under the guidance of Professor R. Ramage, he carried out research on the asymmetric synthesis of polyenoyltetramic acids which led to the award of his Ph.D. in 1991. In 1992 he was appointed to a post-doctoral research assistantship with Dr. D. M. Smith in the University of St. Andrews. For the first three years he was involved with the development of the "inverse electron-demand" Diels-Alder reaction as a potential novel route to poly(heteroaromatic) systems. He is currently (in conjunction with Drs. D. M. Smith and C. Glidewell) engaged in the synthesis of novel heterocyclic and polymeric systems that incorporate a ferrocenyl nucleus.

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Section: Dienoyltetramic Acidsmentioning

confidence: 99%

Naturally Occurring Tetramic Acids: Structure, Isolation, and Synthesis

Royles¹

1995

Chem. Rev.

399

302

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“…21 Alternatively, 3-acyltetramic acids have been prepared by downstream acylation of preformed pyrrolidine-2,4-diones, for example, with the appropriate acid chloride in the presence of boron trifluoride-diethyl etherate. 22,23 Herein we report an expeditious synthesis of the naturally occurring 3-acyltetramic acids melophlin A 1a, B 1b, C 1c and G 1g from a-aminoesters or their ammonium salts. Cyclization is brought about by a domino addition-Wittig alkenation reaction with the cumulated phosphorus ylide (triphenylphosphoranylidene)ketene, Ph 3 PCCO, under neutral non-racemizing conditions.…”

Section: Introductionmentioning

confidence: 99%

An expedient synthesis of 3-acyltetramic acids of the melophlin family from α-aminoesters and immobilized Ph3PCCO

Schobert

Jagusch

2005

Tetrahedron

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“…Some tetramic acid magnesium complexes were also isolated from marine organisms, such as magnesidin [ 7 , 31 ], geodin A [ 9 ] and ancorinoside A Mg salt [ 8 ]. It was reported that the salts could be converted to its conjugate acid by using acidic solvent for isolation [ 7 , 8 ].…”

Section: Resultsmentioning

confidence: 99%

Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008

Xiao

Huang

et al. 2018

Marine Drugs

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Seven new unstable tetramic acid derivatives, cladosporiumins I-O (1–7), together with the known analogue cladodionen (8) were isolated from the extract of the deep-sea-derived fungus Cladosporium sphaerospermum EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical calculations and ECD spectra. Compound 4 was a Mg complex of tetramic acid derivative. In acidic solvent, 4 could change to 1 and 6, and 7 could change to 5. In addition, 1, 5 and 8 existed as two exchangeable isomers, respectively. The structures of cladosporiumins E-H were reassigned as their Na complexes. The antibacterial and cytotoxic activities of 1–8 were also evaluated. However, because of their instability, all of the isolated compounds did not show significant antibacterial activity as the preliminary EtOAc extracts of the fungal strain.

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Structure of magnisidin, a new magnesium-containing antibiotic from

Cited by 43 publications

References 5 publications

Naturally Occurring Tetramic Acids: Structure, Isolation, and Synthesis

Naturally Occurring Tetramic Acids: Structure, Isolation, and Synthesis

An expedient synthesis of 3-acyltetramic acids of the melophlin family from α-aminoesters and immobilized Ph3PCCO

Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008

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