1 research outputs found
New Sweet-Tasting C21 Pregnane Glycosides from the Roots of <i>Myriopteron extensum</i>
To
investigate the sweet-tasting components in the roots of <i>Myriopteron
extensum</i>, the phytochemical study of its roots
was conducted, which led to the discovery of 12 new C21 pregnane glycosides
(extensumside M-X, <b>1</b>–<b>12</b>) and two
known ones (extensumside C and extensumside E, <b>13</b>–<b>14</b>). Their chemical structure elucidation was accomplished
by means of spectroscopic methods: IR, UV, ESI-MS, and NMR (<sup>1</sup>H NMR, <sup>13</sup>C NMR, HSQC, <sup>1</sup>H–<sup>1</sup>H COSY, HMBC, HSQC-TOCSY, and ROESY), as well as the chemical evidence.
Sensory analysis of these compounds revealed that nine of them (<b>1</b>, <b>3</b>, <b>4</b>, <b>5</b>, <b>6</b>, <b>7</b>, <b>8</b>, <b>13</b>, and <b>14</b>) are highly sweet-tasting compounds. Their sweetness intensities
are 25 to 400 times greater than that of sucrose. Analysis of the
structure–activity relationship (SAR) indicated that the sweet
intensities of the isolated compounds are closely related to the aglycone
3β,16α-dihydroxy-pregn-5-en-20-one, the number and type
of the monosaccharide in the sugar chain linked to C-3 and C-16 and
the position of the mBe group