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天然产物

从自然界存在的生物体内分离、提取得到的有机化合物被称为天然产物,它们在动、植物体内通过生化作用和光合作用形成。例如,淀粉来源于植物的种子、茎及根块;蛋白质则主要来自肉类、乳品、蛋类以及谷物和豆类;许多药物如麻黄碱、薄荷脑、蛇胆等都源自相应生物体;而蓝色染料靛蓝与红色染料茜素分别从天然靛叶和茜草中提取;天然香料如麝香、茉莉、玫瑰等亦来自特定动、植物。

在大多数情况下,这些天然产物对产生它们的植物、昆虫或微生物而言似乎是不必需的,这与糖类、氨基酸、核酸及其多聚体等其他有机化合物显著不同。例如吗啡仅存在于少数几种植物中,如罂粟属的刚毛罂粟和虞美人以及头花千金藤;尽管人类使用它作为镇痛药,但其在这些植物中的功能仍不清楚。青霉素是由少数真菌产生的,而不会被其他生物产生。尽管它们作为抗菌药物用于治疗各种感染性疾病,在产生它们的微生物中却无明显用途。

海洋天然产物指的是从海洋生物中提取的一系列有机物质,包括脂肪族、芳香族、萜类、甾醇以及含氮、含硫等各种类型的化合物。海洋是一个蕴藏丰富药理活性天然产物的宝库,其中生活着地球上约80%的动植物和大约1500种细菌。例如,海藻在中国已有悠久的历史被用作食品和药物,《神农本草经》中就有记载“海藻疗瘿”、“牡蛎强骨节,杀邪气”。海藻富含各种独特结构的有机化合物,其代谢产物具有多种多样的生理活性,特别是以卤素为特征的萜类、脂肪族化合物、含硫和含氮类化合物以及甾醇类化合物等都表现出显著的抗菌及抗心血管疾病的作用。高分子多糖,如醇脂、褐藻胶和卡拉胶,也是由海藻中制得,在工业及医药上具有重要应用价值。

从海洋数千种有毒生物中提取出的强效生理活性成分(如河豚毒素)是大自然赐予人类的宝贵财富。研究发现,在海洋动物的提取物中约10%有抗P388淋巴细胞白血病和KB细胞的作用;而约3.5%的海洋植物提取物具有抗肿瘤或细胞毒性作用。美国研究人员在400多种海洋天然产物中,发现了100种具有生物、药理活性的化合物。

中文名称 英文名称 CAS号 化学式 结构式图片
—— Unii-YR8X7R4H9M 34020-07-0 C21H22N2O2
Unii-YR8X7R4H9M
—— periglaucine A 1025023-04-4 C20H23NO6
periglaucine A
—— (+)-periglaucine B 1025023-05-5 C20H23NO6
(+)-periglaucine B
—— 4β-carboxy-19-nor-totarol 55102-39-1 C20H28O3
4β-carboxy-19-nor-totarol
—— eucalmaidin E 1187303-40-7 C26H40O10
eucalmaidin E
—— 11alpha,12alpha-EPOXY-3beta,23-DIHYDROXY-30-NOROLEAN-20(29)-EN-28,13beta-OLIDE 186140-36-3 C29H42O5
11alpha,12alpha-EPOXY-3beta,23-DIHYDROXY-30-NOROLEAN-20(29)-EN-28,13beta-OLIDE
—— isohemiphloin 3682-02-8 C21H22O10
isohemiphloin
—— Benzoyl-<4-bromphenyl>diazomethan 4831-06-5 C14H9BrN2O
Benzoyl-<4-bromphenyl>diazomethan
—— 12-oleanene-3β,11β-diol 2118-85-6 C30H50O2
12-oleanene-3β,11β-diol
—— (+)-piperitol 52151-92-5 C20H20O6
(+)-piperitol
—— (3β,15β,16α,17β)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-1 7-yl β-D-glucopyranoside 22621-94-9 C26H30N2O8
(3β,15β,16α,17β)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-1 7-yl β-D-glucopyranoside
—— 2,3,8,9,10-pentachloro-6-methyl-6<i>H</i>-dibenzo[<i>c</i>,<i>e</i>][1,2]thiazine 5,5-dioxide 3846-28-4 C13H6Cl5NO2S
2,3,8,9,10-pentachloro-6-methyl-6<i>H</i>-dibenzo[<i>c</i>,<i>e</i>][1,2]thiazine 5,5-dioxide
—— (4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxylic acid 62218-55-7 C10H16O3
(4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexenecarboxylic acid
—— nyasigoside 111518-94-6 C23H26O11
nyasigoside
—— ent-11α,16α-epoxy-15α-hydroxy-16S-kauran-19-saeure 77658-46-9 C20H30O4
ent-11α,16α-epoxy-15α-hydroxy-16S-kauran-19-saeure
—— Acetic acid (1R,3aR,5aR,5bR,7aS,9S,11R,11aR,11bS,13aR,13bR)-9-acetoxy-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-11-yl ester 6587-37-7 C34H54O4
Acetic acid (1R,3aR,5aR,5bR,7aS,9S,11R,11aR,11bS,13aR,13bR)-9-acetoxy-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-11-yl ester
—— Soladulcidin-Tetrosid 17406-45-0 C50H83NO21
Soladulcidin-Tetrosid
—— Torilolonacetat 20482-21-7 C17H26O4
Torilolonacetat
—— Picralin 2671-32-1 C23H26N2O5
Picralin
—— Dihydromioporisid-aglycon-β-methylacetal 55732-36-0 C10H18O4
Dihydromioporisid-aglycon-β-methylacetal
—— Serratendiol-diacetat 27832-84-4 C34H54O4
Serratendiol-diacetat
—— Sventenic acid 18493-13-5 C20H30O3
Sventenic acid
—— (1R,2R,4aS,6aS,6aS,6bR,10S,11S,12S,12aR,14bR)-1,10,11,12-tetrahydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid 120211-98-5 C30H48O6
(1R,2R,4aS,6aS,6aS,6bR,10S,11S,12S,12aR,14bR)-1,10,11,12-tetrahydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
—— 6β-Methylhydrocortison 1625-39-4 C22H32O5
6β-Methylhydrocortison
—— effusanin A 30220-43-0 C20H28O5
effusanin A
—— Daphnilongeranine A N-oxide 1092555-03-7 C23H29NO5
Daphnilongeranine A N-oxide
—— ilexoside B 35286-59-0 C35H56O8
ilexoside B
—— [(1R,2S,3S,5R,6S,7S,8R,10S,11S,14E,16Z,18R,19S,22R,24R,25S,26R,28S,30R,33S)-6,7,24,25-tetrahydroxy-5-(hydroxymethyl)-10,24,31,33-tetramethyl-13-oxo-28-phenyl-4,12,27,29,32-pentaoxaoctacyclo[26.3.1.119,22.01,8.02,26.03,5.07,11.025,30]tritriaconta-14,16-dien-18-yl] 3-methylbutanoate 280565-85-7 C44H58O13
[(1R,2S,3S,5R,6S,7S,8R,10S,11S,14E,16Z,18R,19S,22R,24R,25S,26R,28S,30R,33S)-6,7,24,25-tetrahydroxy-5-(hydroxymethyl)-10,24,31,33-tetramethyl-13-oxo-28-phenyl-4,12,27,29,32-pentaoxaoctacyclo[26.3.1.119,22.01,8.02,26.03,5.07,11.025,30]tritriaconta-14,16-dien-18-yl] 3-methylbutanoate
—— (6aS,9R)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid 465-99-6 C30H48O4
(6aS,9R)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
—— Scutellaric acid 465-99-6 C30H48O4
Scutellaric acid
—— 2-<3α,7α,12α-Trihydroxy-5β-cholanoyl-(24)-amino>-aethan-sulfonsaeure-(1), N-<3α,7α,12α-Trihydroxy-5β-cholanoyl-(24)>-taurin, Taurocholsaeure 81-24-3 C26H45NO7S
2-<3α,7α,12α-Trihydroxy-5β-cholanoyl-(24)-amino>-aethan-sulfonsaeure-(1), N-<3α,7α,12α-Trihydroxy-5β-cholanoyl-(24)>-taurin, Taurocholsaeure
—— 8-[(2S)-1-ethoxy-2-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one 88478-44-8 C17H20O5
8-[(2S)-1-ethoxy-2-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one
—— chano-Fruticosin-methylester 14050-92-1 C23H26N2O5
chano-Fruticosin-methylester
—— Dregeoside A11 89020-11-1 C55H88O22
Dregeoside A11
—— 9,10-anthraquinol radical cation 549-99-5 C14H10O2
9,10-anthraquinol radical cation
—— Ilicol 72715-02-7 C15H26O2
Ilicol
—— cimigenol 3-O-β-D-xylopyranoside 27994-11-2 C35H56O9
cimigenol 3-O-β-D-xylopyranoside
—— Spiradin F 21040-64-2 C24H33NO4
Spiradin F
—— 22-Dehydro-20-hydroxyecdysone 19974-12-0 C27H42O7
22-Dehydro-20-hydroxyecdysone
—— 20-hydroxy-23,24-dinor-chol-4-en-3-one 22798-98-7 C33H52O7
20-hydroxy-23,24-dinor-chol-4-en-3-one
—— [(1S,7S,7aR)-4a,5-dihydroxy-7-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate 97169-44-3 C17H26O11
[(1S,7S,7aR)-4a,5-dihydroxy-7-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate
—— methyl (1R,11S,12R,17S)-6-hydroxy-12-[(1S)-1-hydroxyethyl]-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate 99694-90-3 C20H24N2O4
methyl (1R,11S,12R,17S)-6-hydroxy-12-[(1S)-1-hydroxyethyl]-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate
—— (+)-Pericyclivine 975-77-9 C20H22N2O2
(+)-Pericyclivine
—— 16α-acetoxy-24-methylene-3-oxolanosta-7,9(11)-dien-21-oic acid 2535-06-0 C33H48O5
16α-acetoxy-24-methylene-3-oxolanosta-7,9(11)-dien-21-oic acid
—— 16α,17α-Epoxy-16β-methyl-pregn-5-en-3β-ol-20-on 1922-48-1 C22H32O3
16α,17α-Epoxy-16β-methyl-pregn-5-en-3β-ol-20-on
—— (1'S,4R,4'R,9'R,10'R,13'R)-2,2,5',5',9'-Pentamethylspiro[1,3-dioxolane-4,14'-tetracyclo[11.2.1.0<sup>1,10</sup>.0<sup>4,9</sup>]hexadecane] 58493-71-3 C23H38O2
(1'S,4R,4'R,9'R,10'R,13'R)-2,2,5',5',9'-Pentamethylspiro[1,3-dioxolane-4,14'-tetracyclo[11.2.1.0<sup>1,10</sup>.0<sup>4,9</sup>]hexadecane]
—— picrinine 4684-32-6 C20H22N2O3
picrinine
—— (-)(1aR)-4at-Hydroxy-1.1.4ξ.7t-tetramethyl-(1arH.7atH.7bcH)-decahydro-1H-cycloprop[e]azulen 5986-49-2 C15H26O
(-)(1aR)-4at-Hydroxy-1.1.4ξ.7t-tetramethyl-(1arH.7atH.7bcH)-decahydro-1H-cycloprop[e]azulen
—— brassicasterol 474-67-9 C28H46O
brassicasterol
—— 1H-Naphtho[2,1-b]pyran-1-one,6-(acetyloxy)-3-ethenyldodecahydro-5,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-(9CI) 64657-21-2 C22H34O7
1H-Naphtho[2,1-b]pyran-1-one,6-(acetyloxy)-3-ethenyldodecahydro-5,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-(9CI)