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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
—— venoterpine 17948-42-4 C9H11NO
venoterpine
—— (1R,2S,8R,9S,11S,13S,14S,15R,19S)-13,14,19-trihydroxy-16,16-dimethyl-6-methylidene-10,12-dioxahexacyclo[9.8.0.01,15.02,8.05,9.08,13]nonadecan-7-one 52617-37-5 C20H26O6
(1R,2S,8R,9S,11S,13S,14S,15R,19S)-13,14,19-trihydroxy-16,16-dimethyl-6-methylidene-10,12-dioxahexacyclo[9.8.0.01,15.02,8.05,9.08,13]nonadecan-7-one
—— Hyoscyamine hydrochloride, (+)- 55-47-0 C17H24ClNO3
Hyoscyamine hydrochloride, (+)-
—— Paeoniflorigenone 80454-42-8 C17H18O6
Paeoniflorigenone
—— Griselinoside 71035-06-8 C18H24O12
Griselinoside
—— [(1S,4S,6R,7R,9S)-4,9-dihydroxy-2,10-dioxatricyclo[5.3.1.04,11]undecan-6-yl] 4-hydroxybenzoate 1390-72-3 C16H18O7
[(1S,4S,6R,7R,9S)-4,9-dihydroxy-2,10-dioxatricyclo[5.3.1.04,11]undecan-6-yl] 4-hydroxybenzoate
—— beta-D-Glucopyranoside, ((1S,2R,3R)-1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-2-naphthalenyl)methyl 87585-32-8 C28H38O13
beta-D-Glucopyranoside, ((1S,2R,3R)-1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-2-naphthalenyl)methyl
—— [(3S,8R,9R,10R,13R,14S,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate 52914-31-5 C32H52O2
[(3S,8R,9R,10R,13R,14S,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
—— [(1R,38R)-1,13,14,15,18,19,20,34,35,39,39-undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.04,38.07,26.08,29.011,16.017,22.032,37]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl] 3,4,5-trihydroxybenzoate 60976-49-0 C41H28O27
[(1R,38R)-1,13,14,15,18,19,20,34,35,39,39-undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.04,38.07,26.08,29.011,16.017,22.032,37]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl] 3,4,5-trihydroxybenzoate
—— ferruginol 514-62-5 C20H30O
ferruginol
—— ganomycin I 1191255-15-8 C21H26O4
ganomycin I
—— 7β,17α-Dimethyl-17-hydroxyandrost-4-en-3-on 1605-89-6 C21H32O2
7β,17α-Dimethyl-17-hydroxyandrost-4-en-3-on
—— 7α,17α-Dimethyltestosteron 1605-89-6 C21H32O2
7α,17α-Dimethyltestosteron
—— Calusterone 1605-89-6 C21H32O2
Calusterone
—— ponicidin 52617-37-5 C20H26O6
ponicidin
—— (+/-)-integerrimine 130-01-8 C18H25NO5
(+/-)-integerrimine
—— Salipurposid 28757-27-9 C21H20O10
Salipurposid
—— (2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol 76792-94-4 C18H18O6
(2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol
—— apigenin 7-O-neohesperidoside 17306-46-6 C27H30O14
apigenin 7-O-neohesperidoside
—— dihydrokaempferol 480-20-6 C15H12O6
dihydrokaempferol
—— β-amyron 638-97-1 C30H48O
β-amyron
—— β-Amyrenon 638-97-1 C30H48O
β-Amyrenon
—— (1S,2S,4S,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol 126-17-0 C27H43NO2
(1S,2S,4S,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol
—— (1S,12S,14S,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol 482-68-8 C19H22N2O2
(1S,12S,14S,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol
—— Bacteriopheophytin a 17499-98-8 C55H76N4O6
Bacteriopheophytin a
—— 3-(1-Methylpyrrolidin-2-yl)pyridine sulfate 65-30-5 C10H16N2O4S
3-(1-Methylpyrrolidin-2-yl)pyridine sulfate
—— 19-hydroxybaccatin III 78432-78-7 C31H38O12
19-hydroxybaccatin III
—— 11-Hydroxyhumantenine 122590-04-9 C21H26N2O4
11-Hydroxyhumantenine
—— [(6E,10E)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate 24164-13-4 C17H22O4
[(6E,10E)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
—— Stigmastan-3-ol, (3a,5b,24S)- 83-45-4 C29H52O
Stigmastan-3-ol, (3a,5b,24S)-
—— DL-3-Amino-3-(4-chlorophenyl)propionic acid 49624-66-0 C15H16O6
DL-3-Amino-3-(4-chlorophenyl)propionic acid
—— Deoxyelaphantopin 29307-03-7 C19H20O6
Deoxyelaphantopin
—— Tagitinin-F 59979-57-6 C19H24O6
Tagitinin-F
—— Costus lactone 553-21-9 C15H20O2
Costus lactone
—— 4-Androsten-3-on-17β-carbonsaeure-methylester 2681-55-2 C21H30O3
4-Androsten-3-on-17β-carbonsaeure-methylester
—— Cholesteryl-cinnamat 1990-11-0 C36H52O2
Cholesteryl-cinnamat
—— Isositskiakine isomer K060 6519-27-3 C21H26N2O3
Isositskiakine isomer K060
—— Costunlide 553-21-9 C15H20O2
Costunlide
—— Euptatolide 6750-25-0 C15H20O3
Euptatolide
—— Kadsuric acid 62393-88-8 C30H46O4
Kadsuric acid
—— methyl (1S,4aS,7R,7aS)-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1S)-1-[(E)-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate 80396-57-2 C36H42O19
methyl (1S,4aS,7R,7aS)-5'-oxo-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1S)-1-[(E)-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
—— [(2Z)-6-(acetyloxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] 2-methylprop-2-enoate 76248-63-0 C21H26O9
[(2Z)-6-(acetyloxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] 2-methylprop-2-enoate
—— 2-methoxy-4-[(3S)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol 51020-86-1 C20H22O4
2-methoxy-4-[(3S)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
—— phlorin 28217-60-9 C12H16O8
phlorin
—— 6-O-galloylbergenin 82958-44-9 C21H20O13
6-O-galloylbergenin
—— Zygosporin A 22144-77-0 C30H37NO6
Zygosporin A
—— 8-benzoyl-2-[(E)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 58523-30-1 C22H25NO8
8-benzoyl-2-[(E)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
—— 1,2-Dihydro-1-methyl-2beta,16-(epoxymethano)akuammilan-17-oic acid methyl ester 2447-70-3 C22H26N2O3
1,2-Dihydro-1-methyl-2beta,16-(epoxymethano)akuammilan-17-oic acid methyl ester
—— Kuwanon K 88524-66-7 C40H36O11
Kuwanon K
—— Gelsemine, 1-methoxy- 38990-03-3 C21H24N2O3
Gelsemine, 1-methoxy-