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Structural Optimization of Marine Natural Product Pretrichodermamide B for the Treatment of Colon Cancer by Targeting the JAK/STAT3 Signaling Pathway

Yue Zhou, Na He, Qian Liu, Rui Li, Lujia Yang, Wei Kang, Xinxin Zhang, Xiaoyu Xu, Guangshan Yao, Pingyuan Wang, Chang‐Yun Wang, Jinbo Yang, Zhiqing Liu

2024Journal of Medicinal Chemistry11 citationsDOI

Abstract

Marine natural product (MNP) pretrichodermamide B (Pre B, 9 ) was identified as a novel STAT3 inhibitor in our previous work, while its metabolic instability hindered its further development. To address this drawback, ligand structure-based drug design was adopted leading to a series of Pre B derivatives. Among them, MNP trichodermamide B (tri B, 24 ) obtained by skeletal rearrangement exhibited more potent antiproliferative activity with an IC 50 value of 0.12 μM against HCT116. Notably, 24 stood out with improved metabolic stability ( T 1/2 = 31 min) and more favorable oral bioavailability ( F = 37.5%). Further studies indicated that 24 blocked JAK/STAT3 signaling in dose- and time-dependent manner. In vivo, 24 suppressed tumor growth (TGI = 65%) at a dose of 20 mg/kg in a HCT116-derived xenograft mouse model. Overall, 24 might be a promising lead compound for colon cancer and is worthy of further investigation.

Topics & Concepts

ChemistryIn vivoSTAT3Natural productBioavailabilityColorectal cancerIC50PharmacologystatSignal transductionCancerLead compoundCancer researchBiochemistryIn vitroInternal medicineBiologyMedicineGeneticsCytokine Signaling Pathways and InteractionsCancer Mechanisms and TherapyMycobacterium research and diagnosis