Name | Camptothecine |
Synonyms | CaMpathecin Campothecin Camptothecin Camptothccin CaMpetothecin Camptothecine (+)-Camptothecin (20S)-CAMPTOTHECIN CaMptothecin(NATURAL) 1,6-DIHYDROXY-7-GLUCURONOSYLFLAVONE 5,6-DIHYDROXY-7-GLUCURONOSYLFLAVONE Camptothecin, Camptotheca acuminata N-cyclohexyl-9-pentofuranosyl-9H-purin-6-amine |
CAS | 7689-03-4 |
EINECS | 444-280-6 |
InChI | InChI=1/C16H23N5O4/c22-6-10-12(23)13(24)16(25-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-1-3-5-9/h7-10,12-13,16,22-24H,1-6H2,(H,17,18,20) |
InChIKey | VSJKWCGYPAHWDS-FQEVSTJZSA-N |
Molecular Formula | C20H16N2O4 |
Molar Mass | 348.35 |
Density | 1.3112 (rough estimate) |
Melting Point | 260°C (dec.)(lit.) |
Boling Point | 482.73°C (rough estimate) |
Specific Rotation(α) | D25 +31.3° (in chloroform-methanol, 8:2) |
Flash Point | 362.1°C |
Water Solubility | insoluble |
Solubility | chloroform/methanol (4:1): 4mg/mL |
Vapor Presure | 3.74E-19mmHg at 25°C |
Appearance | Solid |
Color | yellow |
Merck | 14,1735 |
BRN | 631069 |
pKa | pKa 10.83 (Uncertain) |
Storage Condition | 2-8°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
Refractive Index | 1.5700 (estimate) |
MDL | MFCD00081076 |
Physical and Chemical Properties | Melting point 260°C water-soluble insoluble |
Use | For the treatment of gastric cancer, colorectal cancer, chronic granulocyte type and acute leukemia |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R25 - Toxic if swallowed R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
UN IDs | UN 1544 6.1/PG 3 |
WGK Germany | 3 |
RTECS | UQ0492000 |
HS Code | 29399990 |
Hazard Note | Irritant |
Hazard Class | 6.1 |
Packing Group | Ⅲ |
Reference Show more | 1. Guo Weihang, Chen Song, Wang Xianheng et al. Preparation of 20(S)-camptothecin ester intermediates [J]. Journal of Zunyi Medical University 2019 v.42;No.193(06):55-58. 2. Liu Weifen and Yunlin, Yin Li, etc. Determination of hydroxycamptothecin in blood and tissue samples by HPLC-fluorescence [J]. Journal of Henan University (Medical Sciences) 2018 037(003):159-162 165. 3. Yu Lili, Wei Yuanyuan, Liu Qian, et al. Synthesis and properties of RGD modified Camptothecin-loaded particles [J]. New Chemical Materials 2017(12). 4. Li Hongying, long Lan, Li Yajie, et al. Selection of HPLC methods for extracting camptothecin from young leaves of Camptotheca acuminata [J]. Journal of Hubei University for Nationalities (self-Science Edition) 2012 000(002):139-141. 5. Li Chao, Li Jing, Li Xingchi et al. Effect of camptothecin on acute lung injury induced by LPS [J]. Veterinary science in China, 2020 v.50;No.509(01):132-138. 6. Tan Huanhuan, Xing Zhihua, Shen Yun, et al. Preparation and characterization of hydroxycamptothecin chitosan nano lyophilized powder [J]. Journal of Harbin University of Commerce (natural sciences edition), 2014, 000(001):13-17. 7. Fan Sufang, Ma Junmei, Liu Min, et al. Determination of 15 toxic alkaloids in foods by high performance liquid chromatography-tandem mass spectrometry [J]. Food Science, 2018, 39(22):290-295. 8. Yang Jianhang, Zhao Xiaohua. Extraction of Camptothecin and hydroxycamptothecin from Camptotheca acuminata leaves by micelle-mediated method combined with ultrasonic-microwave-assisted method [J]. Journal of Plant Research, 2020,40(06):951-960. 9. [IF = 2.87] Yu Lili et al."Photo-responsive polymeric micells bearing ammonia salts cross-linked for effective drug delivery." Polym Bull. 2019 May;76(5):2215-2231 |
Camptothecine is a plant alkaloid primarily found in Huperzia serrata, a species of clubmoss plant. It has various pharmacological effects, including:
1. Sedative and hypnotic effects: Camptothecine has mild sedative and hypnotic effects, promoting sleep and relieving anxiety and tension.
2. Antidepressant effects: Studies have shown that Camptothecine can regulate neurotransmitter release, exhibiting antidepressant effects and alleviating symptoms of depression.
3. Anti-inflammatory effects: Camptothecine has anti-inflammatory properties, able to suppress inflammation and alleviate symptoms of inflammatory-related diseases.
4. Antioxidant effects: Camptothecine possesses antioxidant properties, scavenging free radicals to reduce oxidative stress and delay the aging process.
In conclusion, Camptothecine has multiple pharmacological effects and can be used in the treatment of anxiety, depression, inflammation, and as a general health supplement. However, it is important to note that research on Camptothecine is still ongoing, and specific applications and dosages should be supported by further clinical studies. When using Camptothecine, it is advisable to follow medical advice and avoid misuse to prevent adverse reactions.
Representative drugs of Camptothecine derivatives include:
1. Vinblastine and Vincristine: These two Camptothecine derivatives are commonly used anti-cancer drugs in clinical practice, mainly used in the treatment of leukemia, lymphoma, and other malignant tumors.
2. Docetaxel and Paclitaxel: These two Camptothecine derivatives are widely used chemotherapy drugs for the treatment of various solid tumors such as breast cancer, ovarian cancer, and prostate cancer.
3. Pemetrexed: This is a folate metabolism inhibitor with anti-tumor and antiviral activities, mainly used in the treatment of non-small cell lung cancer and mesothelioma.
4. Ixabepilone: This is a microtubule stabilizer used to treat chemotherapy-resistant breast cancer and ovarian cancer.
These Camptothecine derivative drugs have been widely used in clinical practice for the treatment of various cancers and other diseases, highlighting the important role and potential of Camptothecine derivatives in the field of medicine.
Symptoms of Camptothecine poisoning include nausea, vomiting, headache, sweating, increased heart rate, low blood pressure, and in severe cases, may lead to coma, seizures, and life-threatening conditions.
If someone is suspected of Camptothecine poisoning, they should be immediately taken to the hospital for treatment. During first aid, it is important to keep the airway clear, maintain body temperature, and try to keep the person conscious. Medical professionals will provide appropriate care and treatment based on the symptoms, such as gastric lavage, administration of antidotes, etc.
To prevent Camptothecine poisoning, it is crucial to strictly follow the doctor's prescription and advice when taking medication. Avoid overdosing and do not adjust the medication dosage without medical guidance. Regular follow-up appointments and seeking medical attention promptly if unusual symptoms occur are also important for prevention.