<i>neo-</i>Clerodane Diterpenes from <i>Salvia herbacea</i>

Chemical investigation of the aerial parts of <i>Salvia herbacea</i> led to the isolation of eight new <i>neo</i>-clerodane diterpenes (<b>1</b>–<b>8</b>), named tehuanins A–H, and three known compounds. The structures of these compounds were determined by analysis of their spectroscopic data. Three of the new diterpenes possess a 1,8-epoxy group (<b>1</b>–<b>3</b>). This unusual structural feature was confirmed by X-ray diffraction of <b>1</b>. The structure of the previously isolated 1α,10α-epoxysalviarin was revised. The absolute configuration of <b>6</b> was established by X-ray diffraction analysis of its bromo derivative <b>6a</b>. Cytotoxic and anti-inflammatory activities of these diterpenes were examined. None of the compounds were considered to be cytotoxic; however, compound <b>7</b> exhibited anti-inflammatory activity comparable to that of indomethacin

<i>neo-</i>Clerodane Diterpenes from <i>Salvia herbacea</i>

Chemical investigation of the aerial parts of <i>Salvia herbacea</i> led to the isolation of eight new <i>neo</i>-clerodane diterpenes (<b>1</b>–<b>8</b>), named tehuanins A–H, and three known compounds. The structures of these compounds were determined by analysis of their spectroscopic data. Three of the new diterpenes possess a 1,8-epoxy group (<b>1</b>–<b>3</b>). This unusual structural feature was confirmed by X-ray diffraction of <b>1</b>. The structure of the previously isolated 1α,10α-epoxysalviarin was revised. The absolute configuration of <b>6</b> was established by X-ray diffraction analysis of its bromo derivative <b>6a</b>. Cytotoxic and anti-inflammatory activities of these diterpenes were examined. None of the compounds were considered to be cytotoxic; however, compound <b>7</b> exhibited anti-inflammatory activity comparable to that of indomethacin

<i>neo-</i>Clerodane Diterpenes from <i>Salvia herbacea</i>

Chemical investigation of the aerial parts of <i>Salvia herbacea</i> led to the isolation of eight new <i>neo</i>-clerodane diterpenes (<b>1</b>–<b>8</b>), named tehuanins A–H, and three known compounds. The structures of these compounds were determined by analysis of their spectroscopic data. Three of the new diterpenes possess a 1,8-epoxy group (<b>1</b>–<b>3</b>). This unusual structural feature was confirmed by X-ray diffraction of <b>1</b>. The structure of the previously isolated 1α,10α-epoxysalviarin was revised. The absolute configuration of <b>6</b> was established by X-ray diffraction analysis of its bromo derivative <b>6a</b>. Cytotoxic and anti-inflammatory activities of these diterpenes were examined. None of the compounds were considered to be cytotoxic; however, compound <b>7</b> exhibited anti-inflammatory activity comparable to that of indomethacin

<i>neo-</i>Clerodane Diterpenes from <i>Salvia herbacea</i>

Chemical investigation of the aerial parts of <i>Salvia herbacea</i> led to the isolation of eight new <i>neo</i>-clerodane diterpenes (<b>1</b>–<b>8</b>), named tehuanins A–H, and three known compounds. The structures of these compounds were determined by analysis of their spectroscopic data. Three of the new diterpenes possess a 1,8-epoxy group (<b>1</b>–<b>3</b>). This unusual structural feature was confirmed by X-ray diffraction of <b>1</b>. The structure of the previously isolated 1α,10α-epoxysalviarin was revised. The absolute configuration of <b>6</b> was established by X-ray diffraction analysis of its bromo derivative <b>6a</b>. Cytotoxic and anti-inflammatory activities of these diterpenes were examined. None of the compounds were considered to be cytotoxic; however, compound <b>7</b> exhibited anti-inflammatory activity comparable to that of indomethacin

Absolute Configuration of Labdane Diterpenoids from <i>Physalis nicandroides</i>

A mixture of the new epimeric labdenetriols <b>1</b> and <b>2</b> was isolated from the aerial parts of <i>Physalis nicandroides</i>. The structures of <b>1</b> and <b>2</b>, including their absolute configurations, were established by analyses of their spectroscopic data, together with the X-ray diffraction analysis of acetonide <b>3</b> and chemical correlation with (−)-(13<i>E</i>)-labd-13-ene-8α,15-diol (<b>6</b>), whose absolute configuration was also confirmed by X-ray analysis of its dibromo derivative <b>7</b>. The epimeric labdenediols <b>8</b> and <b>9</b>, the known labdanes <b>6</b> and <b>11</b>, and the acylsucroses <b>12</b> and <b>13</b> were also isolated. Labdanes <b>6</b> and <b>11</b> showed moderate anti-inflammatory activities in the induced ear edema model

<i>neo</i>-Clerodane Diterpenoids and Other Constituents of <i>Salvia filipes</i>

A series of <i>neo</i>-clerodane-type diterpenoids were isolated from the aerial parts of <i>Salvia filipes</i>, including the new compounds 4-<i>epi</i>-polystachyne A (<b>1</b>), salvifilines A (<b>3</b>), C (<b>7</b>), and D (<b>8</b>), and salvifiline B, which was isolated as the 15-<i>O</i>-methyl derivatives <b>4</b>/<b>5</b>. In addition, the five known diterpenoids (<b>2</b>, <b>9</b>–<b>12</b>), together with ursolic, oleanolic, and betulinic acids, and the flavone eupatorin were also isolated. The structures were determined by analysis of their spectroscopic data, mainly 1D and 2D NMR. The structure of salvifiline D was confirmed by X-ray analysis. The cytotoxic activities of the diterpenoids were evaluated, but all were inactive against a panel of six human cancer cell lines