Nonsterol Triterpenoids as Major Constituents of Olea europaea

Table 1

GC-MS data of nonsterol triterpenoids.

Nonsterol triterpenoid	RRt (DB-5)	MS fragmentation pattern
(1) β-amyrin acetate	1.298	[50]
(2) 28-nor-β-amyrin acetate	1.288	[18]
(3) Erythrodiol diacetate	1.600	[22]
(4) Acetoxy oleanolic acid methylester	1.061	[18]
(5) Diacetoxy maslinic acid methylester	1.211	[18]
(6) α-amyrin acetate	1.335	[50]
(7) 28-nor-α-amyrin	1.317	[18]
(8) Uvaol diacetate	1.646	[42]
(9) Acetoxy ursolic acid methylester	1.092	[18]
(10) Acetoxy pomolic acid methylester	1.242	EIMS m/z (rel. int.): 528 [M]^+, 510 [M-H2O]^+ (5), 469 [M-60]^+ (58), 453 [M-60-Me]^+ (18), 409 (5), 396 (17), 260 (30), 249 (13), 219 (13), 201 (47), 190 (47), 189 (37), 179 (100), 146 (57), 133 (47)
(11) Diacetoxy 2-hydroxy- ursolic acid methylester	1.246	EIMS m/z (rel. int.): 570 [M]^+, 511 [M-CO2Me]^+ (5), 510 [M-60]^+ (5), 450 [M-120]^+ (7), 262 (100), 249 (17), 233 (7), 203 (77), 189 (22), 173 (11), 133 (49)
(12) Lupeyl acetate	1.340	[23]
(13) 3-epi-lupeyl acetate	1.285	[18]
(14) 3-epi-betulin diacetate	1.660	[18]
(15) Acetoxy 3-epi-betulinic acid methylester	1.042	[18]
(16) Taraxeryl acetate	1.280	[23]
(17) 28-hydroxytaraxeryl diacetate	1.585	[22]
(18) 29-hydroxytaraxeryl diacetate	1.667	EIMS m/z (rel. int.): 526 [M]^+, 466 [M-60]^+ (22), 453 [M-73]^+ (13), 451 [M-60-Me]^+ (10), 406 [M-120]^+ (17), 355 (58), 344 (100), 329 (54), 316 (15), 284 (12), 269 (48), 255 (20), 229 (13), 216 (18), 202 (41), 189 (50), 177 (22)
(19) Ψ-taraxasteryl acetate	1.415	EIMS m/z (rel. int.): 468 [M]^+ (19), 408 [M-60]^+ (8), 393 [M-60-Me]^+(8), 326 (18), 249 (7), 229 (8), 204 (12), 203 (13), 190 (42), 189 (100), 175 (27), 161 (17)
(20) Taraxasteryl acetate	1.423	EIMS m/z (rel. int.): 468 [M]^+(17), 408 [M-60]^+ (25), 365 (12), 299 (7), 249 (17), 218 (13), 204 (27), 203 (9), 189 (100), 175 (18), 161 (20)
(21) 28-hydroxygermanicyl diacetate	1.617	EIMS m/z (rel. int.): 526 [M]^+, 466 [M-60]^+ (28), 451 [M-60-Me]^+ (13), 406 [M-120]^+ (12), 393 (8), 276 (7), 249 (8), 221 (16), 216 [276-60]^+ (13), 203 [276-73]^+ (100), 189 (42), 187 (55), 175 (22), 133 (17), 119 (20)
(22) Isobauerenyl acetate	1.326	EIMS m/z (rel. int.): 468 [M]^+ (33), 453 [M-Me]^+ (14), 408 [M-60]^+ (7), 393 [M-60-Me]^+ (22), 301 (17), 289 (89), 255 (10), 241 (20), 229 (100), 215 (12), 205 (22)
(23) Butyrospermyl acetate	1.305	[18]
(24) Parkeyl acetate	1.348	[18]
(25) 24-methylene lanost 9(11)-en-3β-yl acetate	1.381	[18]
(26) 24-methylene lanosteryl acetate	1.341	EIMS m/z (rel. int.): 482 [M]^+ (42), 467 [M-Me]^+ (88), 407 [M-60-Me]^+ (62), 383 [M-84-Me]^+ (8), 323 [M-84-Me-60]^+ (17), 301 [M-sc-56]^+ (18), 283 (13), 255 (15), 241 (27), 215 (20), 95 (53), 69 (100)
(27) (24Z)-24-ethylidene lanosteryl acetate	1.44	EIMS m/z (rel. int.): 496 [M]^+ (37), 481 [M-Me]^+(100), 453 [M-43]^+ (7), 421 [M-60-Me]^+ (78), 398 [M-C7H14]^+ (10), 383 [M-C7H14-Me]^+ (23), 323 (27), 315 (13), 301 (13), 283 (40), 255 (38), 241 (20)
(28) 4,4-dimethyl-5α-stigmast-7-en-3β-yl acetate	1.478	EIMS m/z (rel. int.): 484 [M]^+ (100), 469 [M-Me]^+ (13), 424 [M-60]^+ (10), 409 [M-60-Me]^+ (17), 384 (8), 343 [M-sc]^+ (7), 341 [M-sc-2H]^+ (17), 301 (4), 283 (53), 268 (3), 257 (10), 241 (20)
(29) 4,4-dimethyl-5α-stigmasta-7, Z-24(24^1)-dien-3β-yl acetate	1.493	EIMS m/z (rel. int.): 482 [M]^+ (3), 467 [M-Me]^+ (3), 422 [M-60]^+ (2), 407 [M-60-Me]^+ (5), 384 [M-98]^+ (48), 369 (6), 341[M-sc-2H]^+ (100), 324 (5), 309 (8), 283 (7), 281 (11), 255 (7), 241 (10)

^aRR_t (relative retention time) values are relative to cholesterol (retention time set to 1) for compounds (1) to (3),(6) to(8), (12) to (14), and (16) to (29) and relative to oleanolic methyl ester for compounds (4), (5), (9) to (11), and (15).