Collinolactone

More Information
Product Details
Synonyms	Rhizolutin
Product Type	Chemical
Properties
Formula	C₂₁H₂₈O₅
MW	360.45
CAS	2733581-46-7
Source/Host Chemicals	Isolated from Streptomyces sp.
Purity Chemicals	≥98% (HPLC)
Appearance	White to off-white solid.
Solubility	Soluble in DMSO, pyridine, toluene, benzene or acetonitrile. Insoluble in water. We recommend to avoid solutions in methanol. Protect from pH-values below pH 4.0 and above pH 8.0.
Identity	Determined by coupled HPLC-UV-high resolution mass spectrometry (ESI(+)-TOF), ¹H-NMR and ¹³C-NMR spectroscopy.
Declaration	Manufactured by BioViotica.
Other Product Data	Note: The NMR-spectra shows a mixture of two conformers (ratio 4:1) due to the rotating of the propenyl unit resulting in a syn- and anti-rotamer.
InChi Key	GSVYLEFSSDOSSC-QHEHVBGPSA-N
Smiles	O=C1O[C@H](CC)C[C@]2([H])[C@]1([H])/C=C(C)\C=C\[C@](C[C@H](O)CC(O3)=O)([H])[C@]3([H])/C=C2\C
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from light when in solution.
Use/Stability	Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Collinolactone has neuroprotective and anti-neurodegenerative effects by reducing intracellular oxidative stress. It protects against glutamate-induced oxidative stress in a dose-dependent manner.
Collinolactone is a potential anti-Alzheimer agent with Aβ-disaggregating activity. It showed dissociative effect on Aβ aggregates and tau tangles in vitro, with significantly reduced apoptosis and inflammation in neuronal and glial cells. In vivo studies on APP/PS1 double transgenic mice showed substantially dissociated hippocampal plaques.
A set of semisynthetic collinolactone analogs (but not collinolactone) has shown inhibitory effects on a L929 cell line.

Product References

Big effects from small changes: possible ways to explore nature's chemical diversity: H.B. Bode, et al.; Chembiochem 3, 619 (2002)
Rhizolutin, a novel 7/10/6-tricyclic dilactone, dissociates misfolded protein aggregates and reduces apoptosis/inflammation associated with Alzheimer's Disease: Y. Kwon, et al.; Angew. Chem. Int. Ed. 59, 22994 (2020)
Structure of cyclodecatriene collinolactone, its biosynthesis, and semisynthetic analogues: effects of monoastral phenotype and protection from intracellular oxidative stress: J.C. Schmid, et al.; Angew. Chem. Int. Ed. 60, 23212 (2021)

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