Ravikumar Krishnan, Sridhar Balasubramanian
Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
Acta Crystallogr C. 2010 Feb;66(Pt 2):o97-100. doi: 10.1107/S0108270110000958. Epub 2010 Jan 22.
Clindamycin hydrochloride, an antibiotic of the lincomycin family, was crystallized as the monohydrate, namely (2S,4R)-2-(N-{(1S,2S)-2-chloro-1-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)perhydropyran-2-yl]propyl}aminocarbonyl)-4-propylpyrrolidinium chloride monohydrate, C(18)H(34)ClN(2)O(5)S(+).Cl(-).H(2)O, (I), and as the monohydrate ethanol solvate, C(18)H(34)ClN(2)O(5)S(+).Cl(-).H(2)O.C(2)H(6)O, (II). The conformation of the clindamycin molecule in both crystal structures is the same and is found to be similar to that in enzyme-bound clindamycin. The simultaneous presence of free chloride ions and water molecules in (I) and of additional ethanol molecules in (II) provides an interesting network of hydrogen bonds. The significance of this study lies in the interactions in these structures and the aggregations occurring via hydrogen bonds in the hydrated and solvated crystalline forms of the title compound.
盐酸克林霉素是林可霉素家族的一种抗生素，以一水合物形式结晶，即(2S,4R)-2-({(1S,2S)-2-氯-1-[(3R,4S,5R,6R)-3,4,5-三羟基-6-(甲硫基)全氢吡喃-2-基]丙基}氨基羰基)-4-丙基吡咯烷氯化铵一水合物，C(18)H(34)ClN(2)O(5)S(+)·Cl(-)·H(2)O，(I)，以及以一水合物乙醇溶剂化物形式结晶，C(18)H(34)ClN(2)O(5)S(+)·Cl(-)·H(2)O·C(2)H(6)O，(II)。两种晶体结构中克林霉素分子的构象相同，且发现与酶结合的克林霉素中的构象相似。(I)中同时存在游离氯离子和水分子，(II)中存在额外的乙醇分子，这提供了一个有趣的氢键网络。本研究的意义在于这些结构中的相互作用以及标题化合物水合和溶剂化晶体形式中通过氢键发生的聚集。
