40297-93-6Relevant articles and documents
Apratyramide, a Marine-Derived Peptidic Stimulator of VEGF-A and Other Growth Factors with Potential Application in Wound Healing
Cai, Weijing,Salvador-Reyes, Lilibeth A.,Zhang, Wei,Chen, Qi-Yin,Matthew, Susan,Ratnayake, Ranjala,Seo, Soo Jung,Dolles, Simon,Gibson, Daniel J.,Paul, Valerie J.,Luesch, Hendrik
, p. 91 - 99 (2018)
A novel linear depsipeptide enriched with tyrosine-derived moieties, termed apratyramide, was isolated from an apratoxin-producing cyanobacterium. The structure was determined using a combination of NMR spectroscopy, mass spectrometry, and chiral analysis of the acid hydrolyzate and confirmed by total synthesis. Apratyramide up-regulated multiple growth factors at the transcript level in human keratinocyte (HaCaT) cells and induced the secretion of vascular endothelial growth factor A (VEGF-A) from HaCaT cells, suggesting the compound's potential wound-healing properties through growth factor induction. Transcriptome analysis and sequential validation supported the hypothesis and indicated its mode of action (MOA) through the unfolded protein response (UPR) pathway, which is functionally related to wound healing and angiogenesis. The conditioned medium of HaCaT cells treated with apratyramide induced angiogenesis in vitro. An ex vivo rabbit corneal epithelial model was applied to confirm the VEGF-A induction in this wound-healing model.
Total Synthesis of (+)-Prunustatin A: Utility of Organotrifluoroborate-Mediated Prenylation and Shiina MNBA Esterification and Macrolactonization to Avoid a Competing Thorpe-Ingold Effect Accelerated Transesterification
Chojnacka, Maja W.,Batey, Robert A.
supporting information, p. 5671 - 5675 (2018/09/13)
A convergent total synthesis of (+)-prunustatin A is described through the assembly of two key fragments and a macrolactonization. Shiina MNBA couplings were used for the formation of each of the four ester bonds in the tetralactone ring, including the key macrocyclization which was essential to minimize competing Thorpe-Ingold accelerated transesterification. Other key steps included an organoboron-based prenylation using potassium prenyltrifluoroborate and a carbonyldiimidazole-mediated coupling to form the salicylamide.
Development of novel chiral dopants to be used in ferroelectric liquid crystal system
Kayani, Zohra N.,Lewis, Robert A.,Naseem, Shahzad
, p. 74 - 88 (2013/05/08)
The study of chiral dopant and its application in liquid crystal system is one of the largest area of research in fluids leading to technological application in the field of display devices. Chiral dopant when mixed with achiral host mixture forms ferroelectric liquid crystal to be used in surface stabilised liquid crystal devices. 4-(pentyl, heptyl, nonyl)-2, 3 difluoro terphenyl nitriles and (S)-(-)-1-cyno-2-methylbutyl-4-pentyl-difluoroterphenyl- 4′-carboxylate were synthesised and mixed with achiral host mixture HM1 with the percentage of 3 and 7. Ferroelectric properties of synthesised FLC 1 were studied.