03-17-03 11:32
No 418009
1. What is the formula of Paspalic acid?
2. SWIM is interested only of paspalic acid, not
lysergic acid or LSA's. Does every strain of C. Paspalum
produce Paspalic Acid? SWIM made a search and there was
one post where other bee claimed that there is 3
different strains (white, brown and violet if SWIM
reckoned correctly) where the violet was the only strain
which produced lsa's, but there weren't any info wether
every strain produced paspalic acid.
(Newbee)
03-17-03 23:06
No 418161
Post 402353 (Bubbleplate: "The Formulas and techniques I listed above", Tryptamine Chemistry) heres the article he is talking about. the question wasnt answered. I find it very strange that the color differences only appear in liquid culture and not agar. . .
(Stranger)
03-18-03 12:28
No 418514
SWIM remembered also that he had seen photos of 2 strains
of C. paspali, both on agar plates. The other strain looked
white and fluffy, centered on the agar-plate like those round cotton swabs used for removing make-up and the other
one was brown, grainy looking stuff, all over the agar plate like vomit.
(Stranger)
03-21-03 10:18
No 419742
Digging up the dirt at google, I found out this link:
http://groups.google.fi/groups?q=6-Methy
28 OF 29 CA
AN 66:53178 CA
TI Role of chanoclavines in the biosynthesis of ergot alkaloids
AU Fehr, Th.; Acklin, Werner; Arigoni, Duilio
CS Eidg. Tech. Hochsch., Zurich, Switz.
SO Chem. Commun. (1966), (21), 801-2
CODEN: CCOMA8
DT Journal
LA English
CC 8 (Microbial Biochemistry)
AB [7558-42-1] SODIUM DL-MEVALONATE-2-14C WAS FED TO SURFACE CULTURES
OF CLAVICEPS STRAIN OF PENNISETUM TYPHOIDEUM, AND THE ALKALOID
MIXTURE FORMED WAS ISOLATED AND RIGOROUSLY PURIFIED THE TOTAL
RADIOACTIVITY INCORPORATED WAS ABOUT 10. SMALL RADIOACTIVE SAMPLES
OF [2390-99-0] CHANOCLAVINE I, [1150-44-3] ISOCHANOCLAVINE I, AND
[1466-08-6] CHANOCLAVINE II 0.01, 0.02, AND 0.025 RESPECTIVE
INCORPORATION AND LARGE AMOUNTS OF LABELED [548-42-5] AGROCLAVINE
5.5 INCORPORATION AND [548-43-6] ELYMOCLAVINE 3.5 WERE FOUND.
DEGRADATION OF THE LABELED AGROCLAVINE AND ELYMOCLAVINE SHOWED THAT
IN BOTH CASES C-17 HAD 90 AND C-7 ABOUT 7 OF THE TOTAL ACTIVITY.
DEGRADATIONS OF CHANOCLAVINE I, ISOCHANOCLAVINE I, AND CHANOCLAVINE
II SHOWED THAT 90 OF THE ACTIVITY WAS LOCATED AT THE C-METHYL GROUP
AND ABOUT 7 AT THE HYDROXYMETHYL GROUP. LABELED ELYMOCLAVINE WAS
CONVERTED TO CHANOCLAVINE I WITH 90 OF THE LABEL CONFINED TO THE
HYDROXYMETHYL GROUP. WHEN LABELED CHANOCLAVINE I WAS GIVEN TO
CLAVICEPS PASPALI, 2 OF THE RADIOACTIVITY WAS INCORPORATED INTO
[5516-88-1] 6-METHYL-8 9-ERGOLEN-8-CARBOXYLIC ACID SIMILARLY,
FEEDING CHANOCLAVINE I TO SURFACE CULTURES OF PENNISETUM GAVE 7-10
OF LABELED AGROCLAVINE WHICH, UPON DEGRADATION, HAD 96.4 OF THE
ACTIVITY AT C-7 AND 6.4 AT C-17. CHANOCLAVINE I HAS A TRANS
RELATION OF THE LABELED ATOM AND THE OLEFINIC PROTON. THE
CONVERSION OF CHANOCLAVINE I INTO AGROCLAVINE IS ACCOMPANIED AT SOME
STAGE BY A TRANS-CIS ISOMERIZATION OF THE DOUBLE BOND HOWEVER,
EXPERIMENTS UNDER SIMILAR CONDITIONS WITH HYDROXYMETHYL-LABELED
ISOCHANOCLAVINE I PREPARED BY THE UV ISOMERIZATION OF LABELED
CHANOCLAVINE I FAILED TO REVEAL ANY SIGNIFICANT INCORPORATION INTO
THE ALKALOIDS OF BOTH PENNISETUM AND CLAVICEPS.
ST CLAVICEPS ERGOT ALKALOIDS; ERGOT ALKALOIDS CLAVICEPS; ALKALOIDS
***ERGOT*** ***CLAVICEPS*** ; CHANOCLAVINES CLAVICEPS;
PENNISETUM ALKALOIDS
IT Ergot
(chanoclavine formation by)
IT Alkaloids, biological studies
(ergot, formation of, by Claviceps)
IT Isochanoclavine I
(prepn. of)
IT 548-42-5 548-43-6 1150-44-3 1466-08-6 5516-88-1
(formation of, by Claviceps)
IT 2390-99-0
(structure of, formation of by Claviceps)
29 OF 29 CA
AN 66:8854 CA
TI Biosynthesis of ergot alkaloids. Incorporation of chanoclavine-I in
ergoline derivatives
AU Groeger, Detlef; Erge, D.; Floss, Heinz G.
CS Inst. Biochem. Pflanzen, Deut. Akad. Wiss., Halle Saale, Ger.
SO Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,
Biol. (1966), 21(9), 827-32
CODEN: ZENBAX
DT Journal
LA German
CC 7 (Plant Biochemistry)
AB CLAVICEPS PASPALI CULTURED WITH TRITIUM LABELED [73-22-3]
L-TRYPTOPHAN INCORPORATED 30 OF THE RADIOACTIVITY INTO [2390-99-0]
CHANOCLAVINE I. CLAVICEPS PASPALI FURTHER METABOLIZED UP TO 40 OF
THE ACTIVITY OF CHANOCLAVINE I TO THE ERGOLINE DERIVATIVES
[548-43-6] ELYMOCLAVINE, [548-42-5] AGROCLAVINE, AND [82-58-6]
LYSERGIC ACID. NO CONVERSION OF ELYMOCLAVINE OR AGROCLAVINE INTO
CHANOCLAVINE I COULD BE DEMONSTRATED. THE REACTION SEQUENCE
L-TRYPTOPHAN TO CHANOCLAVINE I TO AGROCLAVINE TO ELYMOCLAVINE TO
LYSERGIC ACID WAS ESTABLISHED.
ST CLAVICEPS ERGOT ALKALOIDS; ALKALOIDS ***ERGOT***
***CLAVICEPS*** ; ERGOT ALKALOIDS CLAVICEPS; CHANOCLAVINE
CLAVICEPS; CLAVICEPS ERGOT ALKALOIDS; ERGOT ALKALOIDS CLAVICEPS;
ALKALOIDS ***ERGOT*** ***CLAVICEPS*** ; CHANOCLAVINE
CLAVICEPS
IT Ergot
(formation of ergoline derivs. by Claviceps paspali)
IT 73-22-3, biological studies
(chanoclavine-I formation from, by ergot)
IT 2390-99-0
(ergoline deriv. formation from, by ergot)
IT 478-94-4
(formation from chanoclavine)
IT 548-42-5 548-43-6 14466-03-6
(formation from chanoclavine I by ergot)
The question still remains; how to produce only
paspalic acid and does every strain of C. paspali produce it.