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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
—— 4’-O-methylbavachalconea 20784-60-5 C21H22O4
4’-O-methylbavachalconea
—— (10-Hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyl-3-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl) 2-methylbut-2-enoate 66056-22-2 C28H36O8
(10-Hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyl-3-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl) 2-methylbut-2-enoate
—— [8a-(Hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate 19833-13-7 C46H80O3
[8a-(Hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate
—— 1-ethyl-4,5,7-trimethoxy-2-methyl-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-indene 80434-33-9 C24H32O6
1-ethyl-4,5,7-trimethoxy-2-methyl-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-indene
—— 2,2'-Methylenebis(6-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohe xadien-1-one) 3570-40-9 C21H24O8
2,2'-Methylenebis(6-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohe xadien-1-one)
—— Vomicin 125-15-5 C22H24N2O4
Vomicin
—— 3,6a-Dihydroxy-9-methoxy-10-prenylpterocarpan 74515-47-2 C21H22O5
3,6a-Dihydroxy-9-methoxy-10-prenylpterocarpan
—— Syrosingopine 84-36-6 C35H42N2O11
Syrosingopine
—— (+/-)-5-hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone 41137-85-3 C19H22O4
(+/-)-5-hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone
—— Pinocembrin diacetate 111441-88-4 C19H16O6
Pinocembrin diacetate
—— squalene 111-02-4 C30H50
squalene
—— Sakakin 21082-33-7 C13H18O7
Sakakin
—— phebalosin 6545-99-9 C15H14O4
phebalosin
—— 1-[3-(3,4-Dimethoxyphenyl)prop-2-enoyl]piperidin-2-one 130263-10-4 C16H19NO4
1-[3-(3,4-Dimethoxyphenyl)prop-2-enoyl]piperidin-2-one
—— 3-Oxo-etiochol-4-en-saeure 302-97-6 C20H28O3
3-Oxo-etiochol-4-en-saeure
—— 3,9-Dihydroxy-1-methoxy-10-prenylpterocarpan 65428-13-9 C21H22O5
3,9-Dihydroxy-1-methoxy-10-prenylpterocarpan
—— 5,3',5'-trihydroxy-7-methoxyflavanone 118024-26-3 C16H14O6
5,3',5'-trihydroxy-7-methoxyflavanone
—— 1,10,11-Trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid 89786-84-5 C30H48O6
1,10,11-Trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
—— 9,19-cyclolanostan-3-ol 4657-58-3 C30H52O
9,19-cyclolanostan-3-ol
—— Spirosolan-3-ol 79464-64-5 C27H45NO2
Spirosolan-3-ol
—— Saussurol (Taraxasterol) 1059-14-9 C30H50O
Saussurol (Taraxasterol)
—— ovaul 545-46-0 C30H50O2
ovaul
—— Marini 34981-26-5 C25H28O6
Marini
—— 3-[2-[1-(5,6-Dimethylhept-3-en-2-yl)-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol 115-61-7 C28H44O
3-[2-[1-(5,6-Dimethylhept-3-en-2-yl)-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
—— 7-Methylrosmanol 113085-62-4 C21H28O5
7-Methylrosmanol
—— Macrocarpal E 142628-54-4 C28H40O6
Macrocarpal E
—— ent-17-Hydroxykaur-15-en-19-oic acid 35030-38-7 C20H30O3
ent-17-Hydroxykaur-15-en-19-oic acid
—— 3-Methoxy-oestra-2,5(10)-dien-17β-ol 1091-93-6 C19H28O2
3-Methoxy-oestra-2,5(10)-dien-17β-ol
—— Epifriedelinol 5085-72-3 C30H52O
Epifriedelinol
—— 9,14-Dihydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-2,18-dione 10391-09-0 C20H26O6
9,14-Dihydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-2,18-dione
—— Lucidone 19956-53-7 C15H12O4
Lucidone
—— 2-[4-(3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoylamino]acetic acid 360-65-6 C26H43NO5
2-[4-(3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoylamino]acetic acid
—— chrysophanol 8-O-glucoside 13241-28-6 C21H20O9
chrysophanol 8-O-glucoside
—— Ceanothinsaeure 21302-79-4 C30H46O5
Ceanothinsaeure
—— 2’,3,4’-trihydroxy-4-methoxychalcone 13323-67-6 C16H14O5
2’,3,4’-trihydroxy-4-methoxychalcone
—— Ponicidin 52617-37-5 C20H26O6
Ponicidin
—— 1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone 5803-62-3 C20H20O7
1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone
—— Pregna-4,17-diene-3,16-dione 95975-55-6 C21H28O2
Pregna-4,17-diene-3,16-dione
—— usnic acid 15853-98-2 C18H16O7
usnic acid
—— Silanthone 981-15-7 C20H24O7
Silanthone
—— Raupine;(+)-Sarpagine; Raupin 482-68-8 C19H22N2O2
Raupine;(+)-Sarpagine; Raupin
—— Dihydrorobinetin 4382-33-6 C15H12O7
Dihydrorobinetin
—— 7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] oxychromen-2-one 93-39-0 C15H16O8
7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] oxychromen-2-one
—— Soyasapogenol M1 595-14-2 C30H48O2
Soyasapogenol M1
—— aliarin 84294-77-9 C22H24O8
aliarin
—— Titrotundine 56377-67-4 C19H28O6
Titrotundine
—— 11-Methoxy-12-oleanen-3-ol 268541-26-0 C31H52O2
11-Methoxy-12-oleanen-3-ol
—— 6-acetonyldihydrochelerythrine 15575-49-2 C24H23NO5
6-acetonyldihydrochelerythrine
—— (-)-Maackiain 3-O-glucoside 6807-83-6 C22H22O10
(-)-Maackiain 3-O-glucoside
—— (3beta,5alpha,6beta,24R)-Stigmastane-3,5,6-triol 20835-91-0 C29H52O3
(3beta,5alpha,6beta,24R)-Stigmastane-3,5,6-triol