# US 5,352,789 A · Methods for purifying camptothecin compounds

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- Number: US 5,352,789 A
- Document ID: US5352789A
- Status: Granted
- Kind: A
- Application number: 08/022,091
- Filed: 1993-02-25
- Granted: 1994-10-04
- Earliest claimed: 1993-02-25
- Assignees: The Stehlin Foundation for Cancer Research
- Inventors: Hellmuth R. Hinz
- Web page: https://patentgrep.com/patent/US5352789A

## CPC

- C07D 471/14: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Methods for purifying camptothecin compounds are described. The camptothecin compounds in purified form are useful in the treatment of cancer.

## Claims

### Claim 1

A method of purifying 20(S)-camptothecin comprising the steps:
(1) combining an aqueous base containing an hydroxide ion, a water immiscible organic solvent, and a starting natural plant material containing 20(S)-camptothecin to form a mixture having an aqueous phase containing 20(S)-camptothecin and an organic phase, wherein the lactone ring in said 20(S)-camptothecin is converted to a carboxylate salt in the aqueous phase;
(2) separating said organic phase from said aqueous phase containing 20(S)-camptothecin;
(3) acidifying said aqueous phase containing 20(S)-camptothecin to form 20(S)-camptothecin crystals by the addition of an acid whereby the carboxylate salt is reconverted to said lactone ring; and
(4) separating 20(S)-camptothecin crystals obtained in step (3).

### Claim 2 (depends on 1)

The method of claim 1, further comprising the step of adding an aqueous base to the organic phase separated in step (2) to form an organic phase and an aqueous phase therein; then separating said aqueous phase from said organic phase and combining it with the aqueous phase separated in step (2).

### Claim 3 (depends on 1)

The method of claim 1, wherein said starting material containing 20(S)-camptothecin is plant material selected from the group consisting of Camptotheca acuminata, Mappie foetida Miers, Ophiorrhiza mungos, and Erratama heyneana.

### Claim 4 (depends on 1)

The method of claim 1, wherein said aqueous base is sodium hydroxide.

### Claim 5 (depends on 1)

The method of claim 1, wherein said water-immiscible organic solvent is chloroform.

### Claim 6 (depends on 1)

The method of claim 1, wherein said acid is HCl, HBr, acetic acid, H.sub.2 SO.sub.4, HI, or mixtures thereof.

### Claim 7 (depends on 6)

The method of claim 6, wherein said acid is HCl and/or HBr.

### Claim 8 (depends on 1)

The method of claim 1, wherein step (4) is accomplished by filtering the resulting crystals from step (3).