Bioorganic and Medicinal Chemistry Letters p. 1557 - 1560 (2001)
Update date:2022-08-03
Topics:
Curtin, Michael L.
Florjancic, Alan S.
Heyman
Michaelides, Michael R.
Garland, Robert B.
Holms, James H.
Steinman, Douglas H.
Dellaria, Joseph F.
Gong, Jane
Wada, Carol K.
Guo, Yan
Elmore, Ildiko B.
Tapang, Paul
Albert, Daniel H.
Magoc, Terrance J.
Marcotte, Patrick A.
Bouska, Jennifer J.
Goodfellow, Carole L.
Bauch, Joy L.
Marsh, Kennan C.
Morgan, Douglas W.
Davidsen, Steven K.
Modification of the biphenyl portion of MMP inhibitor 2a gave analogue 2i which is greater than 1000-fold selective against MMP-2 versus MMP-1. The stereospecific synthesis of both enantiomers of 2i was achieved beginning with (S)- or (R)-benzyl glycidyl ether. The (S)-enantiomer, 11 (ABT-770), is orally bioavailable and efficacious in an in vivo model of tumor growth. Elsevier Science Ltd. All rights reserved.
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