. 2015. 2. . 5–27. DOI: 10.14258/jcprm.201502429 634.73:54.06 © * . , . , , 628412 ( . , 1, ) e-mail: m.lyutikova@mail.ru (Vaccinium vitis-idaea L.) . (Oxycoccus palustris, Oxycoccus macrocarpon), . , : , , (Vaccinium vitis-idaea L.), , , , , . (Oxycoccus palustris, Oxycoccus macrocarpon), , . , XX . , , , , , , - , - . , , , . , [1–12]. , , , . , : , , , . , « ». - , , – . . – , , [13, 14]. – , e-mail: m.lyutikova@mail.ru , * , , ( – , e-mail: botirov-nepi@mail.ru . -, -, ), 2,0–3,5% ( . 1) [11, 12, 15]. - 6 . , . 1. ( ) (7) (8) (11) (12) (13) n (14) (15) (16) (17) (18) (19) (20) (21) (22) (23) n 2,32,4- (24) (25) (26) (27) (28) (29) 2- 4- 2,4- -4- -3: Vaccinium vitis-idaea L. 1,28 [12, 40] 0,30 [12, 40] 750 [8, 33] – 73–158 [24, 36, 40] 1,1–4,4 [36] [36] 1,34 [36] 4,42 [36] 0,9 [36] 3,6 [36] 1,5 [36] 4,5 [36] 0,26 [36] 3,5 [36] 7,8 [36] – – – – – [16] 2,84 [36] 0,13–0,31 [16] 2,61–3,78 [16] 0,17–1,52 [16] 0,04–0,98 [16] 0,22–0,72 [16] 0,12–0,88 [16] 0,06–0,13 [16] 0,8–6,5 [16, 20] 3,0–7,9 [16, 20] 0,8–2,2 [16, 20] 1,0–4,2 [16, 20] 1,2–5,3 [16, 20]] 0,8–4,5 [16, 20] 15,9–47,3 [16, 20] 0,4–2,9 [16, 20] 9,2–22,5 [16, 20] 0,15–2,65 [16, 20] 6,4–7,4 [16, 20] 0,89 [16, 20] 3,11 [16, 20] 13,2–15,5 [16, 20] 14,6–16,3 [16, 20] 0,9–1,2 [16, 20] 1,7–3,1 [16] 0,9 [16] 1,6–4,4 [16] 0,8–1,0 [16] 0,5–0,7 [16] 0,5–0,8 [16] [16] [16] 0,3–0,9 [16] [16] /100 ) Oxycoccus palustris ( ) macrocarpon 1,8–2,6 [11] 1,1 [11] – – 100–150 [34] – 29–40 [34] – 11–63 [11] 65–123 [11] [36] – 0,99 [36] – [36] 2,16 [25] 2,35 [36] – 3,1 [36] 1,9 [25] 0,49 [36] 2,05 [25] 0,6 [36] 8,8 [25] 2,3 [36] 15,6 [25] 0,52 [36] 21,18 [25] 1,4 [36] 2,54 [25] – 2,32 [25] – 0,91 [25] – 0,74 [25] – 0,32 [25] – 4,25 [25] – 1,57 [25] [17, 18] 89,1 [25] 7,2 [11] 8,8 [11] 0,44–0,98 [17, 18] – 0,99–4,59 [17, 18] – 0,16 [17, 18] – 0,19–0,37 [17, 18] – 0,13–0,76 [17, 18] – 0,37–0,53 [17, 18] – 0,34–0,98 [17, 18] – 0,4–7,4 [17–20] – 5,6–12,8 [17–20] – 1,2–1,9 [17–20] – 1,1–2,0 [17–20] – 0,9–2,1 [17–20] – 1,8–5,9 [17–20] – 1,6–11,1 [17–20] – 0,8–2,0 [17–20] – 3,4–34,6 [17–20] – 1,0–4,2 [17–20] – 1,3–28,0 [17–20] – 0,2–2,1 [17–20] – 0,5–1,9 [17–20] – 12,2–34,2 [17–20] – 9,5–20,8 [17–20] – 4,6–6,9 [17–20] – 0,5–1,4 [17, 20] – 1,2 [17, 20] – 1,1–8,4 [17, 20] – 0,1–0,5 [17, 20] – 0,1–1,5 [17, 20] – 0,7–0,9 [17, 20] – [17, 20] – [17, 20] – 0,1–0,7 [17, 20] – [17, 20] – . 7 . , , , . 1,28 0,30 100 . ( 1,8–2,6 /100 [7]. ) – 4,5 . , , , , , [6–8, 11, 12]. [16–21]. - , , - . [13–14]. , , , [22]. - 1905 G.F. Mason [23]. , . 38 63 % [11, 12, 24]. (65–470 %, , , – 39 %, , , – 73–158 % %) [25]. 11– - , [11, 12, 26, 27]. , – (6- ), . – 34 54 124 144 %, % [8]. . – (1) ( - -D( 1100–1610 3-4 . [26] ). (1) 290–380 % , (1) ) [26]. % . (1) , [7, 8]. (2) [28]. , – (3) 6,7- (4) ( ) [29]. 8 . , . [30] - . , . – 30%, – 27%. – – 16 - . – 9,10-18, 18, 8,16- . - , -12-9- , 9,10, 10,16, 9,10,18- 95 -18-12. . 97% , , 16- , 9,16, 9,10,185 3% , , . . , – , , [31]. 18 , , ( , ), D, 5 6 : . , , , , , (6) D (5) [32]. HO HO 5 6 , , (7) , (8) , . c , [33] , 2006 . - . 750 % 150 % 6–7 (7) , . (7) (7) (8) – 29–40 % 4 – (8) [8, 33, 34]. 100 . . Z- (9) n (3- - E- (10) ), [35]. , , , , ( ). . - 9 H H O O OH OH H H HO HO 7 8 H H HO O O OH O OH O H H O O 9 10 HO . , (12), (17), - : (13), (18), (14), (20), (19), (15), (21) [36]. 24 [36]. (16), 12 % , (22), (23), n (26), , (24), 2,3(28) (27), (25), 2,4- [25, 36] (54% [25]. , – ). , (11) 474,1 % 570 % . , , 48,1 – %, . [25]. [37], , , , (12) (1,13 %), n(21) (0,67 %). (18), (17) . , (14) (1,42 50 %), % (29) (0,5 (30), . - , %), (16), - , 150–1060 2,46 (31) %, – 500 , %, 50–1090 215–263 % 11,3 % (32) – 3,89 %, 1910 % ( . %. – . 2) [8, 38–43]. [44]. (33) – 0,5 , 180–530 %, (31–33) (31) % [45]. - 10 . , . R4 R1 OH R2 O OH R3 O R2 R3 O R1 R4 OH 24 HO 17: R1 = R2 = R3 = R4 = H 18: R1 = R4 = H, R2 = OCH 19: R1 = R4 = H, R2 = R3 = OH 20: R1 = H, R2 = R4 = OCH3, R3 = OH 21: R1 = R2 = R4 = H, R3 = OH 28: R1 = OH, R2 = R3 = R4 = H 11: R1 = R2 = R3= R4 = H 12: R1 = H, R2 = R3 = R4 = OH 13: R1 = H, R2 = R4 = OCH3, R3 = OH 14: R1 = R2 = R4 = H, R3 = OH 15: R1 = R4 = H, R2 = R3 = OH 16: R1 = R4 = H, R2 = OCH3, R3 = OH 22: R1 = OH, R2 = R3 = R4 = H 23: R1 = R3 = R4 = H, R2 = OH 25: R1 = R2 = OH, R3 = R4 = H 26: R1 = R3 = OH, R2 = R4 = H 27: R1 = COOH, R2 = R3 = R4 = H 30: R1 = R4 = OH, R2 = R3 = H HOOC OH O OH HO O OH OH 29 – , . . 2000–2500 % – 152, – 95, 116, 125 . – 114 – 137, [46]. % 206 (31) , – 14 %. (32) (4,3 – %, – 28 0,64 % : (36), -3- (41). -3- (38), -3- – 91, 150, 163 [47], %. , - %) (33) (0,1 %) [44]. (31) [45], , 14 %, - . . Oulu, P.O. ( -3- -3- (39), ) [48], (34), (33) -3- (37), , (35), -3- - (40), 3'- -3- - [48] – (42), )[49] – -3- -(6''(44), 2- (Z- E (3,5,4'). ( )- -3- -(6''-n -3- -(4''-3- (43), (45). ) (46, 47), - , ) . - [50], 1,7 )- -3- , . , 100 , . 400 , , %, ( , , [51]. [6]. . 2) [11,40]. . 11 2. ( Vaccinium vitis-idaea L. 160–380 [40] – 500–1910 [8, 40] 82 [45] 215–263 [44] 2,5–11,3 [44, 45] 3,9 [45] 0,5 [45] – 6,85 [45] 180–530 [8, 39] 150–1060 [8, 39] 50–1090 [8, 38, 39] (31) (32) (33) -3- : «–» – ; ; /100 ) Oxycoccus palustris ) macrocarpon 100–320 [11, 40] – – 100 [82] 300–600 [11] – 206 [47] 1720 [40]; 86 [45] 114–300 [11, 46] 14–349 [11] 14 [44] 14 [45] 4,3 [44] – 0,1 [44] 0,64 [45] – 6–20 [82] 28,3 [47] 3,6–172 [45, 53, 82] 0,28–0,682 % [11, 39, 46] 80–760 [8, 39] 125–1700 [11, 39, 46] 110 [39] 160–990 [11, 38, 39] 374 –390 [11, 39] ; . R1 OH HO O R2 OR3 OH O 31: R1 = OH, R2 = R3 = H 32: R1 = R2 = OH, R3 = H 33: R1 = R2 = R3 = H 34: R1 = OH, R2 = H, R3 = Gal 35: R1 = OH, R2 = H, R3 = Glc 36: R1 = OH, R2 = H, R3 = Ara 37: R1 = OH, R2 = H, R3 = Ara 38: R1 = OH, R2 = H, R3 = Xyl 39: R1 = OH, R2 = H, R3 = Rha 40: R1 = OH, R2 = OH, R3 = Xyl 41: R1 = OCH3, R2 = H, R3 = Xyl 12 . , . OH HO HO OH OH OH 47 46 , , . . , , - (49) . - – - – (52), - (48) (49) – , (50) (48). (51). 36–57% [52], , (50) – , . , . , , . [48, 52, 53] , -3-3(56). -3- : -3- (53), -3- (52), (56) 80 % 55, 56]. 3- (52), -3- (53), (54), (54), -3- -3- -3(55); (56) [54]. [55]. -3-3- – -3- (56), (55) (55), -3- -3[53]. (52), OH -3-3(55), (57) [46, 52, 53, : -3(53). OH OH 48: R1 = OH, R2 = O OH HO O O R1 49: R1 = OH, R2 = 50: R1 = OH, R2 = 51: R1 = H, R2 = R2 OH OH OH OH OH R1 OH HO O OR2 OH 52: R1 = OH, R2 = Gal 53: R1 = OCH3, R2 = Gal 54: R1 = OH, R2 = Ara 55: R1 = OCH3, R2 = Ara 56: R1 = OH, R2 = Glc 57: R1 = OCH3, R2 = Glc 13 , , , , . 6,8–10,8 , - ; : , , , 1,3–1,4 1,6–2,2 . 2,3–3,4 , , [24] – [9, 57]. . , , [11, 58]. , . . , 240 . , %, – 120–190 %) ( – 175- , , . - . , . , – , , , , , , ( 3 , . -9- -1- . , , , , -9,12- ( , -1- ) [59]. , , , – [60]. . , - ( - – , , , , , , , . 3) [16–20]. , , , ). - , . [61]. , – - . , . - [62]. )( . 4). [6, 38, 47, 58]. – 8,0 10,0 76,8 30,0 %. 100 , ), , [6, 38, 58]. ; 1,6–16,7 %, 6,8–16,5% [11]. . , . . , . [11]. , , 14 . , . 3. , 100 Vaccinium vitis-idaea L. Oxycoccus palustris , 2- -1- 4,5–6,0 26,2–39,9 7,7–10,6 37,2–42,6 36,7–49,6 11,8–18,6 -9- -1-9,12- -1- 2,6- 2,4,6(1,14-(1,1,3,32-4- -4- ( (4- ) 1,8–6,9 1,1–2,0 1,6–3,4 0,4–2,4 ) 12,2–18,6 0,2–0,4 0,7–2,6 36, 2- -1-3- -2- -9- 5- 2,6,10,15,19,23( ( 1,1,34-2-2I , 4-(2,6,6- )* ) )* )* ) ) -2,6,10,14,18,22- ( ) ) ) ( ( ) ) ( 3- 2,5–6,5 4,5–6,0 0,3–1,6 0,5–3,5 3,2–10,0 0,1–0,7 0,4–0,6 1,3–1,7 4,8–5,7 0,2–0,3 0,5–1,0 0,1–0,6 0,1–0,3 3,3–5,6 1,6–1,7 0,8–1,5 1,6–3,5 1,1–4,7 1,8–4,2 1,0–2,7 0,3–1,1 0,8–3,2 0,3–1,1 1,9–6,2 0,3–1,2 0,4–6,3 0,5–1,8 0,04 0,1–0,2 1,8–3,7 0,4 0,05 0,2–0,7 0,2–0,9 0,6 0,4–1,4 0,05 0,6–2,0 0,1–0,4 1,0–3,3 0,3 0,1–0,9 2,0–2,3 4,8–7,8 1,1–2,4 0,3–0,6 0,1 0,4–0,6 0,6–1,9 0,3–0,5 1,9–2,9 2,9–5,4 0,3–1,0 0,2 0,05 0,05–0,4 0,5–0,9 0,1–0,5 -2- 3,7-1,3,6( ) 1-4-1- (D1-1-(1( ) 5-2-(1)( -4-3- -1)* 1,8( 1,81,7,7-[2,2,1]-2- ( 3,7,11-1,3,6,10( 3,7,11-2,6,10-1- ( ) -1- -1- )( ) 3,2–10,0 4,3–23,6 24,2–25,1 8,7–17,5 4,6–35,0 5,8–13,3 1,1–3,3 0,4–4,2 1,8–2,1 1,2–2,4 0,1–0,5 0,6 7,2–22,4 0,2 15 4. , Oxycoccus Vaccinium vitis-idaea L. ( 2) ( 3) 4 ( 6) ( 9) ( palustris ( ) 10,0–76,8 [11] 0,64 [11] – – 0,236–0,64 [6, 11] 0,31 [11] – – – – – 0,100 [11] ; 2) . 8,0–30,0 [12,40,65] 0,05–0,10 [1,8] 4,31–4,93 [65] – 0,19–0,21 [65] 0,55–0,85 [65] 1,40–1,78 [65] 5,72–6,23 [65] 0,21–1,45 [65] 1,80–1,95 [65] 0,018–0,030 [1, 8, 40] 1,11–1,26 [65] ( 1) ) : 1) «–» – ; 3) . 15,84 % macrocarpon 13 [82] – – 0,022 [82] 0,0135–0,030 [11, 82] 0,003–0,020 [11, 82] 0,025 [11] – 0,010 [11] – – 0,033 [11] , %, – 22,08 %. [11]. ( 2 – 0,31 ( %), [63]. ( 6), 0,094–0,236 ( . , , 0,64 ( 9), %) [6, 11]. 1), , , %), – 0,01 %), %), 0,8–1,0 . 0,03 – 0,236–0,64 ( . 1 ( 1 (1,0 , %), (0,05–0,10 %) [1, 8]. , , % - . (200–1240 . (450–770 %, 250–710 %) [11, 12]. 2,0-2,5 , 35,1% : – 3,3–4,0, – 3,6, – 1,1, – 1,0–3,8, – 1,9, [12]. 17 . . – 1,9–9,2, : 0,26–0,66% (10,3%), %) [40, 43, 64, 65], – + – 1,4–3,2 0,19–0,28% (1,26%) – 7,1–13,4, [11, 46]. % [1, 6–12, 53, 65, 66]. (0,2%). - 5. ), (730 . 70–170 110–190 – 22,4–70 21,9–80 , - – 94,6–400 142–800 [9, 11, 12, 20, 65, 67-69]. , , , , , 685–1160 , , , – 44,5–160 , , , 148,7–314 , , . . , 1,5–2 . , . - , . 16 . , . [12]. , , , , – – , , . , ( , , , ( ( . , , , , , , , , , , )– . [11], , - . , ) , , , - )– [70] . , , - . 5. , ( 685 110–190 142–800 21,9–80 148,7–314 11,35–110 9,14–35 0,91–26,0 0,029–60 0,031–0,054 0,029 730 70–170 94,2–400 22,4–70 44,5–160 11,17–190 83–140 20 24 0,108 0,065 0,025 0,016 1,505 – 0,02 0,055 1,118 0,245 0,053 – 5,8 6,4 ) 530 20 130 – 80 4 6 4 – – – – – – – – – – – – – 0,05 – – 0,039 0,001 0,0014–0,0910 0,095 0,096 0,00083–0,650 0,033 0,012 0,159 0,024–40 0,911–30 ; 2) : 1) «–» – . [7, 27] , , , , , 75% , ), . . , (95%) . ( , , , , , . , , . , , . , , , , , , , [52, 71]. , , - - 17 , , , [71]. « , . » , , . , , , - . , - , . [72, 73]. . , [57, 72]. ( , , ), . , – . - . , Candida – 5,33% [21, 74–76]. 6,66%, , , Staphylococcus Pyogenus aureus, Proteus vulgaris, Salmonella Enteritidis, Salmonella Typhimurium, Listeria monocytogenes, Pseudomonas Aeruginosa [1, 77]. , , , ( 25–20 ). , [76–78]. , , ( , , , ), ( , , , ) ( , , , , 2,3, ) (45 270 ) . 270 , 45 [79]. [80] . Helicobacter pylori. – , , . . , , . ( ), . , . [21, 34]. , , , . , [81]. , , , , . – [51]. , . [81–83], , , , - 18 . . , . , [84]. , , , , oli , [79, 85–90]. ) 24 (125 [91]. . . , [21]. - , [92]. , [93–98]. . , , ( . , [12, 99]. , , -3- , 3- , 90% ). [47, 53, 55] . 75% -3- , - , [56]. . , , , [82]. - , , , , , , [100, 101]. , . , - , , [21]. , [47, 102]. . , , [8, 21, 98, 103]. . , - : , , , . - [21, 82, 83]. . . ( . , .) - , , . , , . . - . , , . [83]. - 19 . , . , , . , , - , [83]. , (« », », ), ; «Bio Cran», SupHerb, (« », Hankintatukku Oy, ). », », « » « « », ), ), », (« ; «Cranberry», NOW Foods, ), , (« (« », « », ), («Urisan», [104, 105]. 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THE CHEMICAL COMPOSITION AND THE PRACTICAL APPLICATION OF BERRIES CRANBERRIES AND CRANBERRY Surgut State University, ul. Lenina, 1, Surgut, 628412 (Russia), e-mail: m.lyutikova@mail.ru The review discusses the current status of research in the chemical composition of forest and cultivated species of berries cranberries (Vaccinium vitis-idaea L.) and cranberry (Oxycoccus palustris, Oxycoccus macrocarpon) growing on the territory of different countries. A compara- tive analysis of the composition of berries within each species growing in different regions. Lit biological significance of the berries cranberries and cranberry, as well as their practical application in pharmaceuticals, traditional medicine and some food industries. Keywords: Lingonberry (Vaccinium vitis-idaea L.), cranberry (Oxycoccus palustris, Oxycoccus macrocarpon), organic acids, alcohols, aldehydes, ketones, esters, terpene compounds, mineral composition. 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