Glycoside 10

Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – Quinovic Acid

Biological source: Uncaria tomentosa [1], Isertia haenkeana [2], Bhesa paniculata [3]

C₄₂H₆₆O₁₄: 794.445

Mp: 208–210°C [2]

[α] ²⁰_D + 20.0° (c 1.0, EtOH) [2]

IR (KBr) ν_max cm⁻¹: 3400, 2925, 1730, 1690, 1630 [2]

FAB-MS m/z: 793 [M-H]⁻, 647 [M-H-146]⁻, 631 [M-H-162]⁻, 615 [M-H-178]⁻, 603 [793-(44 + 146)]⁻, 587 [793-(44 + 162)]⁻, 571 [793-(44 + 178)]⁻, 441 [603-162 or 587-146]⁻, 425 [603-178 or 587-162]⁻ [1]

¹ H NMR (250 MHz, J/Hz, CD₃OD): 0.85, 0.89, 0.96, 0.96, 1.04 (s, CH₃-23, 26, 29, 30, 25, 24), 5.59 (m, H-12)

β-D-Quip: 4.32 (d, J = 7.0, H-1), 1.30 (d, J = 6.0, CH₃-6)

β-D-Glcp: 5.42 (d, J = 7.5, H-1) [1]

¹³ C NMR (50.3 MHz, C₅D₅N) (aglicone moiety): [2]

Table 1

C-1	38.7	C-16	25.1	Qui-1	106.2
2	26.4	17	48.6	2	75.3
3	88.2	18	54.3	3	77.8
4	39.1	19	38.7	4	76.4
5	55.5	20	37.1	5	72.2
6	18.2	21	29.9	6	18.8
7	37.1	22	36.0	Glc-1	95.2
8	39.8	23	27.6	2	73.6
9