Polyoxygenated Cyclohexenes from the Chinese Tree,<i>Uvaria Purpurea</i>

Takeuchi, Yoshifusa; Shi, Qingwen; Sugiyama, Takeyoshi; Oritani, Takayuki

doi:10.1271/bbb.66.537

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Cited by 21 publications

(27 citation statements)

References 13 publications

(15 reference statements)

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“…2). Finally, the X-ray crystallographic analysis of 1 24 allowed us to confirm the planar and relative structure of 1 to be the same as that of the previously reported (+)-3-O-debenzoylzeylenone 25 (Fig. 3).…”

supporting

confidence: 78%

A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

Kodama

et al. 2015

Bioorganic & Medicinal Chemistry Letters

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supporting

confidence: 78%

A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

Kodama

et al. 2015

Bioorganic & Medicinal Chemistry Letters

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“…9,11,17 Furthermore, they contain the same oxygenation pattern as the zeylenones, many of which have been isolated from various members of the Uvaria genus (Annonaceae). 18−20 …”

mentioning

confidence: 99%

Antiproliferative Trihydroxyalkylcyclohexenones from Pleiogynium timoriense

et al. 2015

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Investigation of a DCM extract of the bark of Pleiogynium timoriense from the former Merck collection of natural product extracts for antiproliferative activity indicated that it was active with an IC50 value of 1.3 μg/mL against the A2780 ovarian cancer cell line. Bioassay-directed fractionation of this extract yielded the three new bioactive trihydroxyalkylcyclohexenones 1–3. Their structures were determined by a combination of spectroscopic and chemical methods. Compounds 1–3 exhibited submicromolar antiproliferative activity against the A2780 human ovarian cancer cell line, with IC50 values of 0.8, 0.7, and 0.8 μM, respectively.

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“…A total of 17 H-atoms were observed in the 1 H-NMR spectrum, and the missing three ones were considered to be exchangeable protons. One keto group at d(C) 205.2 and six signals in the range 42.3 -79.0 were observed, implying that 1 was probably a polyoxygenated methylcyclohexanone derivative [7] [8].…”

mentioning

confidence: 99%