Mokoto Tebogo M L, Lemmerer Andreas, Sayed Yasien, Tapala Kgaugelo C, Setshedi Itumeleng B, Smith Mark G
Protein Structure-Function Research Unit, School of Molecular and Cell Biology, University of the Witwatersrand, Johannesburg, Gauteng, South Africa.
Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Johannesburg, Gauteng, South Africa.
Acta Crystallogr C Struct Chem. 2025 Sep 1;81(Pt 9):497-503. doi: 10.1107/S2053229625005807. Epub 2025 Aug 5.
The HIV-1 protease inhibitor indinavir sulfate was cleaved via a one-pot reflux synthesis using 1-propanol, yielding the salt bis(2-hydroxy-2,3-dihydro-1H-inden-1-aminium) sulfate, 2CHNO·SO. Single-crystal X-ray diffraction (SC-XRD) revealed that the salt crystallizes in the monoclinic space group P2. The structure consists of two conformationally distinct cations and one sulfate anion, stabilized through an extensive hydrogen-bonding network. Thermal analysis showed minor solvent loss around 200 °C, followed by a two-step decomposition process commencing at 306.6 °C. Hirshfeld surface analysis revealed dominant O...H/H...O (44.4-41.0%) and H...H (45.2-40.1%) intermolecular contacts, with minor contributions from C...H/H...C and C...O/O...C interactions. These contact percentages were calculated for each of the two independent cations. The van der Waals surface area (687.30 Å) accounts for 71.43% of the unit cell. These results provide structural and thermal evidence for the transformation of indinavir sulfate under alcoholytic conditions, highlighting the formation and stabilization of the resulting salt.
通过使用1-丙醇的一锅回流合成法将HIV-1蛋白酶抑制剂硫酸茚地那韦裂解，得到盐双(2-羟基-2,3-二氢-1H-茚-1-铵)硫酸盐，2CHNO·SO。单晶X射线衍射(SC-XRD)表明该盐在单斜空间群P2中结晶。该结构由两个构象不同的阳离子和一个硫酸根阴离子组成，通过广泛的氢键网络得以稳定。热分析表明在200 °C左右有少量溶剂损失，随后在306.6 °C开始两步分解过程。 Hirshfeld表面分析揭示了主要的O...H/H...O(44.4 - 41.0%)和H...H(45.2 - 40.1%)分子间接触，C...H/H...C和C...O/O...C相互作用的贡献较小。这些接触百分比是针对两个独立阳离子中的每一个计算得出的。范德华表面积(687.30 Å)占晶胞的71.43%。这些结果为硫酸茚地那韦在醇解条件下的转化提供了结构和热学证据，突出了所得盐的形成和稳定性。
