The Chemistry and Biology of Ratjadone

The Role of Allylic Strain for Conformational Control in Medicinal Chemistry

“…A similar effect was seen in a study of ratjadone and stereochemical analogues . Inversion of the C10 stereocenter in ratjadone gave a 200-fold decrease in potency (Figure ).…”

The Role of Allylic Strain for Conformational Control in Medicinal Chemistry

“…A similar effect was seen in a study of ratjadone and stereochemical analogues . Inversion of the C10 stereocenter in ratjadone gave a 200-fold decrease in potency (Figure ).…”

Human topoisomerase IIα nuclear export is mediated by two CRM-1-dependent nuclear export signals

“…In either case, blocking the export of topo IIα with drugs such as LMB may sensitize cells to topo poisons by maintaining the amount of drug target in the nucleus. Although LMB has been shown to have undesirable cytotoxic effect in clinical trials, synthetic derivatives of LMB have become available and may be promising alternatives to LMB therapy (Kalesse et al, 2001;Koster et al, 2003) in hematological malignancies.…”

Diastereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyran-4-ones via Prins Cyclizations of Enecarbamates: A Formal Synthesis of (+)-Ratjadone A

“…The undesired alcohol 8b could be readily recycled by oxidation to pyranone 7 . The desired alcohol 8a was deprotected to afford diol 9 whose spectral properties were identical with those reported by Kalesse,8a which thereby constitutes a formal total synthesis of (+)-ratjadone A.…”

The Role of Allylic Strain for Conformational Control in Medicinal Chemistry

“…A similar effect was seen in a study of ratjadone and stereochemical analogues . Inversion of the C10 stereocenter in ratjadone gave a 200-fold decrease in potency (Figure ).…”

Human topoisomerase IIα nuclear export is mediated by two CRM-1-dependent nuclear export signals

“…In either case, blocking the export of topo IIα with drugs such as LMB may sensitize cells to topo poisons by maintaining the amount of drug target in the nucleus. Although LMB has been shown to have undesirable cytotoxic effect in clinical trials, synthetic derivatives of LMB have become available and may be promising alternatives to LMB therapy (Kalesse et al, 2001;Koster et al, 2003) in hematological malignancies.…”

Diastereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyran-4-ones via Prins Cyclizations of Enecarbamates: A Formal Synthesis of (+)-Ratjadone A

“…The undesired alcohol 8b could be readily recycled by oxidation to pyranone 7 . The desired alcohol 8a was deprotected to afford diol 9 whose spectral properties were identical with those reported by Kalesse,8a which thereby constitutes a formal total synthesis of (+)-ratjadone A.…”

The Role of Allylic Strain for Conformational Control in Medicinal Chemistry

“…A similar effect was seen in a study of ratjadone and stereochemical analogues . Inversion of the C10 stereocenter in ratjadone gave a 200-fold decrease in potency (Figure ).…”

Human topoisomerase IIα nuclear export is mediated by two CRM-1-dependent nuclear export signals

“…In either case, blocking the export of topo IIα with drugs such as LMB may sensitize cells to topo poisons by maintaining the amount of drug target in the nucleus. Although LMB has been shown to have undesirable cytotoxic effect in clinical trials, synthetic derivatives of LMB have become available and may be promising alternatives to LMB therapy (Kalesse et al, 2001;Koster et al, 2003) in hematological malignancies.…”

Diastereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyran-4-ones via Prins Cyclizations of Enecarbamates: A Formal Synthesis of (+)-Ratjadone A

“…The undesired alcohol 8b could be readily recycled by oxidation to pyranone 7 . The desired alcohol 8a was deprotected to afford diol 9 whose spectral properties were identical with those reported by Kalesse,8a which thereby constitutes a formal total synthesis of (+)-ratjadone A.…”