Vinigrol, a novel antihypertensive and platelet aggregation inhibitory agent produced by a fungus, Virgaria nigra. I. Taxonomy, fermentation, isolation, physicochemical and biological properties.

@article{Ando1988VinigrolAN,
  title={Vinigrol, a novel antihypertensive and platelet aggregation inhibitory agent produced by a fungus, Virgaria nigra. I. Taxonomy, fermentation, isolation, physicochemical and biological properties.},
  author={T Ando and Yasuhisa Tsurumi and Nobutaka Ohata and Itsuo Uchida and K. Yoshida and Masakuni Okuhara},
  journal={The Journal of antibiotics},
  year={1988},
  volume={41 1},
  pages={
          25-30
        }
}
Vinigrol, produced by a fungal strain identified as Virgaria nigra, was extracted from the cultured mycelium, purified by solvent extraction followed by chromatography on silica gel and then isolated as crystals (C20H34O3, mp 108 degrees C). Vinigrol decreased arterial blood pressure of anesthetized normotensive rats dose-dependently when administered intravenously. Vinigrol inhibited platelet activating factor and epinephrine induced platelet aggregation. 
FK409, a novel vasodilator isolated from the acid-treated fermentation broth of Streptomyces griseosporeus. I. Taxonomy, fermentation, isolation, and physico-chemical and biological characteristics.
TLDR
In vitro, FK409 showed a potent relaxation activity on noradrenaline induced contraction of rat aorta, and this compound also showed potent anti-aggregation activities towards rabbit platelets. Expand
Cardiovascular effects of the fungal extract of basidiomycetes sp. YL8006.
TLDR
Vasodilating activity in the crude ethanol extract of the dried mycelia of Basidiomycetes sp. Expand
Elastase inhibitory activity of secondary metabolites from the fungus Virgaria nigra CF-231658.
TLDR
Three known compounds were isolated from Virgaria nigra using Amberlite XAD-16 solid-phase extraction during the cultivation step and their structures were elucidated on the basis of 1D and 2D NMR as well as HRMS spectroscopic analyses. Expand
Cinatrins D and E, and virgaricin B, three novel compounds produced by a fungus, Virgaria boninensis FKI-4958
Two new hydroxycitric acid lactone derivatives named cinatrins D (1) and E (2), and a new γ-lactam, virgaricin B (3), along with a known similar compound, virgaricin (4), were isolated from aExpand
Effect of pathogenic yeasts on human platelet aggregation.
TLDR
Somatic components of these yeasts, but not their metabolic products, exert an antagonistic effect on the aggregation of human platelets, possibly aiding the fungi in their evasion of the microbicidal defense system during vascular dissemination. Expand
A concise approach to vinigrol.
TLDR
In 1987 Hashimoto and co-workers isolated the unusual diterpene vinigrol from the fungal strain Virgaria nigra F5408, providing a particularly difficult challenge, as it is the only natural product to contain the decahydro-1,5-butanonaphthalene carbon skeleton. Expand
Detection of novel secondary metabolites.
TLDR
This review focuses on the genesis and development of the gamut of methodologies that have led to the successful detection of the wide variety of novel secondary metabolites that include antibacterial, antigungal, antiviral and antitumour antibiotics, enzyme inhibitors, pharmacologically and immunologically active agents, products useful in agriculture and animal husbandry, microbial regulators, and other compounds for which no bioactive role has yet been found. Expand
Synthetic studies inspired by vinigrol.
TLDR
Barriault's synthesis of the vinigrol core is described, in addition to the elegant strategies disclosed by Njardarson and Hanna, which showcases the fundamental role that natural products play in spawning innovations in synthetic chemistry. Expand
Total synthesis of vinigrol.
TLDR
Vinigrol has been evaluated in numerous biological assays and shown to impact platelet aggregation and act as a tumor necrosis factor (TNF) antagonist,3 as well as displaying other interesting properties. Expand
Scalable Total Synthesis of (-)-Vinigrol.
TLDR
A new and efficient synthetic route has been developed to complete the asymmetric synthesis of (-)-vinigrol and provide over 600 mg of material, manifesting the power of macrocyclic stereocontrol and transannular Diels-Alder reaction. Expand
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