10.1021/acs.orglett.7b00204.s001 Min Zhang Min Zhang Jimei Liu Jimei Liu Ridao Chen Ridao Chen Jinlian Zhao Jinlian Zhao Kebo Xie Kebo Xie Dawei Chen Dawei Chen Keping Feng Keping Feng Jungui Dai Jungui Dai Two Furanharzianones with 4/7/5/6/5 Ring System from Microbial Transformation of Harzianone American Chemical Society 2017 bioconversion pathway spectroscopic analysis configuration Microbial Transformation IMM -006. stereochemistry tetrahydrofuran strain Bacillus sp compound Harzianone Furanharzianones transformation harziane-type diterpenoids single-crystal X-ray diffraction 2017-02-20 20:49:23 Journal contribution https://acs.figshare.com/articles/journal_contribution/Two_Furanharzianones_with_4_7_5_6_5_Ring_System_from_Microbial_Transformation_of_Harzianone/4669051 Furanharzianones A and B (<b>2</b> and <b>3</b>), two new harziane-type diterpenoids with a tetrahydrofuran and unusual 4/7/5/6/5 ring system, were obtained from the microbial transformation of harzianone (<b>1</b>) by a bacterial strain <i>Bacillus</i> sp. IMM-006. The structures, including the stereochemistry, of the two new compounds were elucidated by extensive spectroscopic analysis. The absolute configuration of <b>2</b> was unambiguously determined by single-crystal X-ray diffraction. In addition, a plausible bioconversion pathway was proposed.