AlloCol (cyclosporine IR, CR combo) / Sublimity Therap, Dr Falk - LARVOL DELTA

Plasma protein corona of liposomes loaded with a phospholipid-allocolchicinoid conjugate enhances their anti-inflammatory potential. (PubMed, Colloids Surf B Biointerfaces) - "Today colchicine is considered as a possible new treatment for cardiovascular diseases...In the case of liposomes 25C the inhibition was complete. These liposomes are considered the most promising for further preclinical studies."

Journal • Cardiovascular • Inflammation • APOD • CXCL8 • LGALS3BP

Core-Shell Chitosan Particles Targeting Membrane-Bound Heat Shock Protein 70 for Cancer Therapy. (PubMed, Nanomaterials (Basel)) - "CAD-NPs were shown to have additional toxicity in comparison with CD-NPs in mHSP7-positive cells. Taken collectively, this study shows that mAb to mHSP70 can be used as a targeting vector in antitumor therapy."

Journal • Colon Cancer • Genito-urinary Cancer • Hematological Malignancies • Lymphoma • Oncology • Pancreatic Cancer • Prostate Cancer • Solid Tumor

Cationic indium catalysis as a powerful tool for generating α-alkyl propargyl cations for S1 reactions. (PubMed, Commun Chem) - "Finally, the synthetic utility of this reaction was demonstrated by the synthesis of colchicine and allocolchicine analogues. The dehydration process could help create new compounds that were previously impossible to synthesize and is more eco-friendly and efficient than conventional methods."

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Design of an aryne-platform for the synthesis of non-racemic heterocyclic allocolchicinoids. (PubMed, Org Biomol Chem) - "A four-step semisynthetic approach towards a highly versatile allocolchicine-related chiral aryne intermediate starting from naturally occurring colchicine was developed, and some of its synthetic transformations were studied. The in situ generated benzyne intermediate afforded a number of non-racemic heterocyclic allocolchicinoids, which were shown to exhibit potent cytotoxicity towards COLO 357, OSA and Raji cells. The proposed methodology is attractive for the synthesis of libraries of new cytotoxic tubulin inhibitors."

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Electrooxidative tricyclic 6-7-6 fused-system domino assembly to allocolchicines by a removable radical strategy. (PubMed, Green Chem) - "This approach provides a step-economical and strategically novel disconnection for the facile assembly of a wide range of carbocyclic 6-7-6 fused ring systems. Remarkably, the sulfonyl group on the products could be easily removed by photocatalysis at room temperature with high yields."

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Allocolchicines─Synthesis with Electro-organic Key Transformations. (PubMed, Org Lett) - "The naturally occurring colchicine and allocolchicines in the meadow saffron are potentially active ingredients for cancer therapy. A concise protocol for the sustainable synthesis of allocolchicines using up to two electro-organic key transformations is demonstrated. This straightforward synthesis of N-acetylcolchinol methyl ether in a five-step protocol was adopted using protecting groups to enable access to N-acetylcolchinol and the phosphate derivative ZD6126."

Journal • Oncology

Liposomal Formulation of a PLA2-Sensitive Phospholipid-Allocolchicinoid Conjugate: Stability and Activity Studies In Vitro. (PubMed, Int J Mol Sci) - "The L-aC-PC10 and L-aC-PC25 formulations demonstrated similar tubulin polymerization inhibition and cytotoxic activities. The L-aC-PC10 formulation should be beneficial for applications requiring liposome accumulation at tumor or inflammation sites."

Journal • Preclinical • Immunology • Inflammation • Oncology

Dibenzocycloheptanones construction through a removable P-centered radical: synthesis of allocolchicine analogues. (PubMed, Chem Sci) - "Remarkably, we also have devised a traceless addition/exchange strategy for the preparation of dephosphorylated products at room temperature with excellent yields. Therefore, this protocol allows for the concise synthesis of biorelevant allocochicine derivatives."

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Coleofasciculaceae, a monophyletic home for the Microcoleus steenstrupii complex and other desiccation-tolerant filamentous cyanobacteria. (PubMed, J Phycol) - "We provide an evaluation of their respective niches and global distributions within biocrusts based on published molecular data. This new systematics treatment should help simplify and improve our understanding of the biology of terrestrial cyanobacteria."

Journal • Oncology • Solid Tumor

Size-Dependent Biodistribution of Fluorescent Furano-Allocolchicinoid-Chitosan Formulations in Mice. (PubMed, Polymers (Basel)) - "After in vivo injection, AC-NPs were accumulated more in liver and spleen, while less in kidney and lungs in comparison with free AC and AC-Chi. Therefore, incorporation of colchicine derivatives as well as other hydrophobic substances into nano/micro sized carriers may help redistribute the drug to different organs and, possibly, improve antitumor accumulation."

Journal • Preclinical • Breast Cancer • Oncology • Solid Tumor

Gram-Scale, Seven-Step Total Synthesis of (-)-Colchicine. (PubMed, Org Lett) - "To warrant the synthetic efficiency and practicality of (-)-colchicine, we tactically utilized a modified version of a powerful Ir-catalyzed amidation reported by Carreira to install the key chiral C-7 acetamido group, Suzuki and biomimetic phenol oxidative coupling, and Banwell-inspired cyclopropane ring cleavage to construct (-)-colchicine precisely and rapidly. Remarkably, a described strategy also can shorten the synthesis of allocolchicinoid to 4 steps."

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Allocolchicinoids bearing a Michael acceptor fragment for possible irreversible binding of tubulin. (PubMed, RSC Med Chem) - "A substoichiometric mode of microtubule assembly inhibition was demonstrated. The most active compounds possess close to colchicine general toxicity on mice."

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N-Acetylcolchinol Methyl Ether (a Natural Product); Suhailamine (a Phantom Natural Product). (PubMed, J Nat Prod) - "This analysis has led to the current proposal that suhailamine has the same structure as N-acetylcolchinol methyl ether (NCME), an assertion that is supported by comparison with previously reported data for NCME. Suhailamine is therefore a phantom natural product, while NCME represents a naturally occurring allocolchicinoid rather than a purely synthetic entity."

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Regioselective Rearrangement of 4,4-Disubstituted 2-Hydroxycyclohexa-2,5-dienones under Deoxyfluorination Conditions. (PubMed, J Org Chem) - "This method allowed the synthesis of a fluorinated analog of allocolchicinoids with improved total yield. Successful application to other substrates was also demonstrated."

Journal • Biosimilar

Comparing the growth-promoting potential of Paenibacillus lentimorbus and Bacillus amyloliquefaciens in Oryza sativa L. var. Sarju-52 under suboptimal nutrient conditions. (PubMed, Plant Physiol Biochem) - "Further, in SN13 inoculated samples the qRT-PCR analysis of transcription factors and metabolism-related genes were validated that indicates PGPR deploy metabolic re-programming in rice var. Sarju-52 to enhance its nutrient use efficiency, tolerance, and growth under suboptimum nutrient conditions."

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Synthesis of Colchicinoids and Allocolchicinoids through Rh(I)-catalyzed [2+2+2+1] and [2+2+2] Cycloadditions of o-Phenylenetriynes with and without CO. (PubMed, J Org Chem) - "The nonbenzenoid aromatics, tropones and tropolones, are found in various natural products such as colchicine and hinokitol, which possess significant biological activities. On the basis of our recent discovery of the Rh-catalyzed carbonylative [2+2+2+1] cycloaddition of triynes to the formation of fused tropone system, we report here the application of this methodology to the one-step formation of the 6-7-7-5 fused-tetracyclic scaffold of colchicinoids based on the [2+2+2+1] cycloaddition of o-phenylenetriynes with CO. In addition, the one-step formation of allocolchicinoids bearing the 6-7-6-5 fused tetracyclic system through the Rh-catalyzed [2+2+2] cycloaddition of o-phenylenetriynes is also described."

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Synthesis of 1,2,3-Triazolo-Fused Allocolchicine Analogs via Intramolecular Oxidative Biaryl Coupling. (PubMed, Org Lett) - "The strategy to prepare these analogs involves two steps: The first step is the synthesis of 1,2,3-triazole derivatives using our previously reported triazolization method, and in the second step, cyclization between two aromatic rings occurs by using the combination of PIFA and BF·EtO as an oxidative coupling reagent. Furthermore, the diversity of aromatic rings and functional groups is explored in order to obtain seven- and eight-membered ring systems with medicinal chemistry interest."

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Intramolecular asymmetric reductive amination: synthesis of enantioenriched dibenz[c,e]azepines. (PubMed, Chem Sci) - "This methodology represents a rare example of enantioselective chemocatalytic synthesis of chiral dibenz[c,e]azepines featuring a broad substrate scope, and their synthetic utilities are exhibited by derivatizing the products into a chiral amino acid derivative and chiral phosphoramidite ligands, which display excellent enantiocontrol in Rh-catalyzed asymmetric hydrogenation of α-dehydroamino acid derivatives. Remarkably, our method is also applicable to enantioselectively synthesize an allocolchicine analogue."

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