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US 12,753,423 B2Granted
Biosynthesis of chemically diversified non-natural terpene products
AssigneeBoard of Trustees of Michigan State University
InventorsEdmund Ellsworth, Matthew Giletto, Björn Hamberger, Garret Miller, Richard Neubig
Life of this patent
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Abstract
The disclosure relates to compounds of the formulae (I)-(IV) and their use as substrates for making terpenoids. New substrates for terpene biosynthesis and methods for making new types of terpenes are described herein. Diterpenes occupy a unique molecular space with critical pharmaceutical applications over a diverse spectrum including anti-microbial, anti-cancer, immunomodulatory and psychoactive properties.
Claims13
A compound of the formula (I)-(IV):
- wherein:
- each m is independently an integer from 0 to 3, with the understanding that if m is 2 or 3, each repeating subunit can be the same or different;
- n is an integer from 0 to 1;
- the dashed lines represent a double bond when R3′ and R4′ are absent or when R5′ and R6′ are absent,
- A and A′ are each independently cycloalkyl, aryl or heterocyclyl, each of which can be optionally substituted;
- X1 is a heteroatom, -X3-alkyl, -alkyl-X3- or alkyl, wherein X3 is a heteroatom or alkyl or X1 is:
- R1 and R2 form a double bond or an epoxide;
- each R′, R1′, R2, R2′, and R3-R6 is, independently, H, alkyl, alkoxy, halo, aryl, and alkylaryl;
- R3′ and R4′ are absent or R3′ and R4′, together with the carbon atoms to which they are attached, form an epoxide, a cycloalkyl group, an aryl group or a heterocyclyl group;
- R5′ and R6′ are absent or R5′ and R6′, together with the carbon atoms to which they are attached, form an epoxide, a cycloalkyl group, an aryl group or a heterocyclyl group;
- X2 is a bond, alkenyl, alkynyl or acyl;
- and
- X4 is absent, a heteroatom or alkyl;
- with the proviso that the compound of the formula (I) is not a compound of the formula:
11 more elements
Dependencies are inferred from the claim text.