Ursodeoxycholic acid (UDCA) formed an inclusion complex with phenanthrene or with anthrone when being ground at an ambient temperature, while grinding at lower temperatures did not provide the complex but rather a mixture of amorphous UDCA and the guest compound crystals. Since heat treatment of the sample ground at low temperature did not provide the complex, it was concluded that the interplay of mechanochemical and thermal factors is responsible for the complexation of UDCA with the guest compound.
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Oguchi et al. (2003) studied this question.
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