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Podophyllotoxin

Podophyllotoxin 구조식 이미지
카스 번호:
518-28-5
상품명:
Podophyllotoxin
동의어(영문):
condylox;nsc24818;Condyline;podofilox;PODOPHYLLIN(RG);PODOPHYLLOTOXIN;Podophyllotoxin,95%;(-)-PODOPHYLLOTOXIN;Podophyllotoxin(PPT);Podophyllotoxin ,98%
CBNumber:
CB1147810
분자식:
C22H22O8
포뮬러 무게:
414.41
MOL 파일:
518-28-5.mol

Podophyllotoxin 속성

녹는점
183-184 °C(lit.)
알파
-110.7 º (c=1, CHCl3)
끓는 점
453.31°C (rough estimate)
밀도
1.2649 (rough estimate)
굴절률
1.4480 (estimate)
저장 조건
2-8°C
물리적 상태
Powder
색상
White to off-white
optical activity
[α]/D 131±2°, c = 1 in chloroform
Merck
13,7628
BRN
99163
안정성
Very Hygroscopic
CAS 데이터베이스
518-28-5(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T
위험 카페고리 넘버 21-25-36/37/38-23/25-23/24/25
안전지침서 36/37/39-45-26
유엔번호(UN No.) UN 3462 6.1/PG 2
WGK 독일 3
RTECS 번호 LV2500000
F 고인화성물질 1-8-10
위험 등급 6.1(a)
포장분류 II
HS 번호 29189090
유해 물질 데이터 518-28-5(Hazardous Substances Data)
독성 LD50 in rats (mg/kg): 8.7 i.v.; 15 i.p. (Phillips)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 P264, P270, P301+P310, P321, P330,P405, P501
H310 피부와 접촉하면 치명적임 급성 독성 물질 - 경피 구분 1,2 위험 P262, P264, P270, P280, P302+P350,P310, P322, P361, P363, P405, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P310 즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P302+P350 피부에 묻은 경우,비눗물로 부드럽게 씻기
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

Podophyllotoxin MSDS


(5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo(3',4':6,7)naphtho[2,3-d]-1,3-dioxol-6(5aH)-one

Podophyllotoxin C화학적 특성, 용도, 생산

화학적 성질

off-white fine crystalline powder

용도

Skin treatment for genital warts caused by some types of HPVs.

용도

antineoplastic, inhibits microtubule assembly, and human DNA topoisomerase II; antimitotic agent

용도

Podophyllotoxin is a non-alkaloid toxin lignan extracted from the roots and rhizomes of Podophyllum species. It binds to topoisomerase II during the late S and early G2 stage, blocking tubulin polymerization and, thus, inhibiting mitosis. In addition to being used as a cathartic, purgative, antiviral agent, vesicant, and antihelminthic, podophyllotoxin is the starting material for the semi-synthesis of the anti-cancer drugs etoposide , teniposide , and etopophos.

정의

ChEBI: An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing a 3,4,5-trimethoxyphenyl substituent. It is found in the roots and rhizomes of Podophyllum species and is used for the topical treatment of genital warts.

Indications

Podophyllotoxin (Podofilox) is available alone and as the main cytotoxic ingredient in podophyllin (25% podophyllum resin), a mixture of toxic chemicals derived from May apple plants. The active ingredients inhibit cell mitosis. The drugs are used to treat condylomata acuminata. The most common toxic effects are skin irritation and less commonly, ulceration. Systemic absorption of podophyllin can occur (especially if applied to large, inflamed areas or mucosal surfaces), with gastrointestinal, hematological, renal, and hepatotoxic effects. In addition, seizures and peripheral neuropathy have been reported.

상표명

Condylox (Oclassen).

Anticancer Research

Podophyllotoxin (PTOX) is an aryl-tetralin lignan and has been originallyisolated from Podophyllum peltatum L. (American podophyllum or Mayapple;family Podophyllaceae). Later, it is also isolated from several species like P.hexandrum Royle (Indian podophyllum) and P. pleianthum (Taiwanese podophyllum).PTOX has also been reported in other plants such as Linum spp., Callitrisspp., Juniperus spp., Thuja spp., Hyptis spp., Thymus spp., Teucrium spp., Nepetaspp., Dysosma spp., Diphylleia spp., and Jeffersoniana spp. (Ionkova 2007;Yousefzadi et al. 2010). PTOX shows strong cytotoxic activity against various cancercell lines. However, PTOX is too toxic for the treatment of neoplastic diseasesin humans; it is used as a precursor for chemical synthesis of semisynthetic antineoplasticdrugs, etoposide, Etopophos, and teniposide , which are successfullyused as antitumor agents (Holthuis 1988; Cragg and Newman 2005).Podophyllotoxin derivatives are used in the treatment of lymphomas, acute leukemia,and testicular, lung, ovarian, bladder, and brain cancer (Srivastava et al. 2005).Podophyllum spp. are the major source of PTOX, and their availability is limited innature, and some species are categorized as endangered. Moreover, the chemicalsynthesis of podophyllotoxin is an expensive process; therefore, biotechnologicalproduction of podophyllotoxin using plant cell and tissue cultures has been preferredby various research groups (Farkya et al. 2004).

Anticancer Research

Podophyllotoxin istoxic for humancells and is aprecursor ofsemisyntheticantineoplastic drugs(e.g., etoposide,etopophos, andteniposide).

Purification Methods

The toxin recrystallises form *C6H6 (with 0.5C6H6), EtOH/*C6H6, aqueous EtOH (with 1-1.5H2O, m 114-115o) and CH2Cl2/pentane. When dried at 100o/10mm it has m 183-184o. [UV: Stoll et al. Helv Chim Acta 37 1747 1954, IR: Schecler et al. J Org Chem 21 288 1956.] It is an inhibitor of microtubule assembly [Prasad et al. Biochemistry 25 739 1986]. [Beilstein 19/10 V 666.]

Podophyllotoxin 준비 용품 및 원자재

원자재

준비 용품


Podophyllotoxin 공급 업체

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