ChemicalBook--->CAS DataBase List--->83329-73-1

83329-73-1

83329-73-1 Structure

83329-73-1 Structure
IdentificationBack Directory
[Name]

Hygrolidin
[CAS]

83329-73-1
[Synonyms]

1166C
Hygrolidin
Antibiotic 1166C
[Molecular Formula]

C38H58O11
[MDL Number]

MFCD16876182
[MOL File]

83329-73-1.mol
[Molecular Weight]

690.86
Chemical PropertiesBack Directory
[Boiling point ]

821.1±65.0 °C(Predicted)
[density ]

1.17±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

A solid
[pka]

3.28±0.10(Predicted)
Safety DataBack Directory
[HS Code ]

29419000
Hazard InformationBack Directory
[Description]

Hygrolidin is a macrocyclic lactone originally isolated from S. hygroscopicus. It inhibits proliferation of a variety of cancer cell lines, including DLD-1 colon cancer, LNCaP prostate cancer, and K562 leukemia cells (IC50s = 2.9, 5.2, and 33 ng/ml, respectively). Hygrolidin induces the expression and levels of p21 in DLD-1 cells, but not WI-38 fibroblasts, and leads to cell accumulation in the G1 and S phases without inducing apoptosis. It has antiparasitic activity against T. cruzi, L. donovani, and T. b. brucei but also induces cytotoxicity in HepG2 cells (IC50s = 1.1, 72.5, 77, and 24.5 nM, respectively).
[Uses]

Hygrolidin is a 16-membered macrocyclic lactone closely related to the bafilomycins, active against Valsa ceratosperma, the pathogen of apple canker disease. Hygrolidin is active against SV40 tumour cells, and inhibits the growth of solid tumour-derived cell lines such as DLD-1 human colon cancer cells with increased cells in G1 and S phases. Hygrolidin decreases cyclin-dependent kinase (cdk) 4, cyclin D and cyclin B, and increases cyclin E and p21 levels. Hygrolidin-induced p21 inhibits cyclin A-cdk2 complex more strongly than cyclin E-cdk2 complex. It also increases p21 mRNA in DLD-1 cells, but not in normal fibroblasts.
[IC 50]

Macrolide
[References]

[1] HARUO SETO ?. The structure of a new antibiotic, hygrolidin[J]. Tetrahedron Letters, 1982, 23 26: Pages 2667-2670. DOI: 10.1016/s0040-4039(00)87426-2
[2] MANABU KAWADA . Hygrolidin induces p21 expression and abrogates cell cycle progression at G1 and S phases[J]. Biochemical and biophysical research communications, 2002, 298 1: Pages 178-183. DOI: 10.1016/s0006-291x(02)02416-6
[3] F. ANNANG . High-Throughput Screening Platform for Natural Product–Based Drug Discovery Against 3 Neglected Tropical Diseases: Human African Trypanosomiasis, Leishmaniasis, and Chagas Disease[J]. SLAS Discovery, 2015, 20 1: Pages 82-91. DOI: 10.1177/1087057114555846
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